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Chemistry

Organic Compounds Containing Oxygen β€” JEE Main PYQs

94 previous year questions

Q1JEE Main 2026 Apr 2 Shift 2Medium

An organic compound "xx" where molar ratio of C, O and H are equal, on treatment with 50% KOH under reflux followed by acidification produced "yy". The most likely structure of "yy" is :

[Molar mass of 'xx' is 58 g molβˆ’1^{-1}]

  1. A

    CH2=CHβˆ’COβˆ₯Oβˆ’OH\mathrm{CH_2{=}CH{-}\underset{\phantom{O}}{\overset{\displaystyle O \atop \displaystyle \|}{C}}{-}OH} (prop-2-enoic acid)

  2. B

    CH3βˆ’CH=CHβˆ’CH=O\mathrm{CH_3{-}CH{=}CH{-}CH{=}O} (but-2-enal)

  3. C

    HOβˆ’CH2βˆ’COOH\mathrm{HO{-}CH_2{-}COOH} (2-hydroxyacetic acid)

  4. D

    CH3βˆ’COβˆ₯Oβˆ’OH\mathrm{CH_3{-}\underset{\phantom{O}}{\overset{\displaystyle O \atop \displaystyle \|}{C}}{-}OH} (acetic acid)

Show answer

Correct option: C

Q2JEE Main 2026 Apr 2 Shift 2Hard

A molecule (X) with following structure under mild acidic condition is hydrolysed to produce (Y) and (Z). Identify the correct statements about (Y) and (Z).

Figure β€” described from the original paper

skeletal structure of (X) β€” an unsymmetrical vinyl ether, CH3βˆ’CH=CHβˆ’Oβˆ’C(CH3)=CH2\mathrm{CH_3{-}CH{=}CH{-}O{-}C(CH_3){=}CH_2} (prop-1-en-1-yl prop-1-en-2-yl ether)

A. Both (Y) and (Z) have same molar mass.

B. (Y) and (Z) can be distinguished from each other by NaHCO3\mathrm{NaHCO_3}.

C. (Y) and (Z) react with HCN with same rates.

D. (Y) and (Z) undergo addition reaction with 2,4-DNP.

Choose the correct answer from the options given below :

  1. A

    A, B and C Only

  2. B

    B and C Only

  3. C

    C and D Only

  4. D

    A and D Only

Show answer

Correct option: D

Q3JEE Main 2026 Apr 4 Shift 1Medium

Amongst the following, the total number of compounds soluble in aqueous NaOH at room temperature is:

Figure β€” described from the original paper

nine structures β€” (I) benzaldehyde, (II) naphthalen-1-ol, (III) 4-(N,N-dimethylamino)phenol, (IV) 4-methylphenol (p-cresol), (V) benzoic acid, (VI) N,N-dimethylcyclohexylamine, (VII) naphthalene-1-carboxylic acid, (VIII) 1,4-di-tert-butylbenzene, (IX) naphthalen-1-ylmethanol

  1. A

    5

  2. B

    4

  3. C

    6

  4. D

    3

Show answer

Correct option: A

Q4JEE Main 2026 Apr 4 Shift 1HardNumerical

Consider the following sequence of reactions to give the major product (X)

Benzene β†’(i)Β CH3Cl/anhydrousΒ AlCl3;Β (ii)Β Cl2/FeCl3;Β (iii)Β K2Cr2O7/H2SO4\xrightarrow{\text{(i) } \mathrm{CH_3Cl}/\text{anhydrous } \mathrm{AlCl_3};\ \text{(ii) } \mathrm{Cl_2/FeCl_3};\ \text{(iii) } \mathrm{K_2Cr_2O_7/H_2SO_4}} (X) Major Product

P g of the major product (X) formed is reacted with NaHCO3\mathrm{NaHCO_3} solution to liberate a gas which occupied 11.2 dm3^3 at STP. P = ________ g. (Given molar mass in g molβˆ’1^{-1} H:1, C:12, O:16, Cl:35.5)

This question includes a diagram or structure that we have not reproduced yet. Refer to the official NTA paper for the figure.

Show answer

Answer: 78

Q5JEE Main 2026 Apr 4 Shift 2Medium

The descending order of acidity among the following compounds is:

Figure β€” described from the original paper

structures β€” A. phenol; B. 4-nitrophenol (O2N\mathrm{O_2N} substituted phenol); C. 4-methoxyphenol (H3CO\mathrm{H_3CO} substituted phenol); D. 4-nitrobenzoic acid (O2N\mathrm{O_2N} substituted benzoic acid); E. benzoic acid

Choose the correct answer from the options given below:

  1. A

    B > D > E > A > C

  2. B

    D > B > E > A > C

  3. C

    C > A > B > D > E

  4. D

    D > E > B > A > C

Show answer

Correct option: D

Q6JEE Main 2026 Apr 5 Shift 1Medium

Consider compounds A, B and C with following structural formulae

A = CH3βˆ’CH2βˆ’CH2βˆ’CH2βˆ’CH2βˆ’OH\mathrm{CH_3-CH_2-CH_2-CH_2-CH_2-OH} B = CH2=CHβˆ’CH2βˆ’CH2βˆ’CH3\mathrm{CH_2{=}CH-CH_2-CH_2-CH_3} C = HOβˆ’CH2βˆ’CH2βˆ’CH(OH)βˆ’CH3\mathrm{HO-CH_2-CH_2-CH(OH)-CH_3}

For the conversion of B from A, reagent (D) required is ________ and structural formula of product (E) obtained when C undergoes same reaction using excess reagent (D) is ________.

  1. A
    D E
    Conc. H2SO4\mathrm{H_2SO_4} CH2=CHβˆ’CH(OH)CH3\mathrm{CH_2{=}CH-CH(OH)CH_3}
  2. B
    D E
    PCC HOβˆ’CH2βˆ’CH2βˆ’CH=CH2\mathrm{HO-CH_2-CH_2-CH{=}CH_2}
  3. C
    D E
    PCC CH2=CHβˆ’CH=CH2\mathrm{CH_2{=}CH-CH{=}CH_2}
  4. D
    D E
    Conc. H2SO4\mathrm{H_2SO_4} or H3PO4\mathrm{H_3PO_4} CH2=CHβˆ’CH=CH2\mathrm{CH_2{=}CH-CH{=}CH_2}
Show answer

Correct option: D

Q7JEE Main 2026 Apr 5 Shift 1MediumNumerical

One mole of phenol is treated with dilute HNO3\mathrm{HNO_3} at 298 K to give a mixture of products. The mixture is separated by steam distillation. The steam volatile compound (X) is separated. The increase in percentage of oxygen in (X) with respect to phenol is ________ Γ—10βˆ’1\times 10^{-1} %

(Given molar mass in gΒ molβˆ’1\mathrm{g\ mol^{-1}} H:1, C:12, N:14, O:16)

Show answer

Answer: 175

Q8JEE Main 2026 Apr 5 Shift 2Medium

Complete the following reaction sequence and give the name of major product 'P'.

Figure β€” described from the original paper

skeletal structure of propanenitrile, CH3CH2βˆ’C≑N\mathrm{CH_3CH_2-C\equiv N}

CH3CH2βˆ’C≑Nβ†’(iii)Β Cl2/RedΒ P;Β (iv)Β H2O(i)Β OHβˆ’/H2O/Ξ”;Β (ii)Β H3O+PΒ (MajorΒ product)\mathrm{CH_3CH_2-C\equiv N} \xrightarrow[\text{(iii) } \mathrm{Cl_2}/\text{Red P; (iv) } \mathrm{H_2O}]{\text{(i) } \mathrm{OH^-/H_2O/\Delta}\text{; (ii) } \mathrm{H_3O^+}} \mathrm{P}\ \text{(Major product)}

  1. A

    2-Chloropropanoic acid

  2. B

    3-Chloropropanoic acid

  3. C

    1-Chloropropane

  4. D

    2-Chloropropane

Show answer

Correct option: A

Q9JEE Main 2026 Apr 5 Shift 2Medium

Given below are two statements :

Statement I : The condensation reaction between CH3βˆ’CH=O\mathrm{CH_3-CH{=}O} and H2Nβˆ’NHβˆ’C(=O)βˆ’NH2\mathrm{H_2N{-}NH{-}C({=}O){-}NH_2} under optimum pH will produce CH3βˆ’CH=Nβˆ’C(=O)βˆ’NHβˆ’NH2\mathrm{CH_3-CH{=}N{-}C({=}O){-}NH{-}NH_2}

Statement II : The molecule Phβˆ’CH(OH)(OCH3)\mathrm{Ph{-}CH(OH)(OCH_3)} will generate Phβˆ’CH=O\mathrm{Ph{-}CH{=}O} in the presence of dilute acid.

In the light of the above statements, choose the correct answer from the options given below :

  1. A

    Both Statement I and Statement II are true

  2. B

    Both Statement I and Statement II are false

  3. C

    Statement I is true but Statement II is false

  4. D

    Statement I is false but Statement II is true

Show answer

Correct option: D

Q10JEE Main 2026 Apr 6 Shift 1Medium

Consider the following sequence of reactions

(CH3)3Cβˆ’OHβ†’(ii)Β H+,Β PhCOOH(i)Β Cu/573Β KP\mathrm{(CH_3)_3C{-}OH} \xrightarrow[\text{(ii) } \mathrm{H^+},\ \mathrm{PhCOOH}]{\text{(i) } \mathrm{Cu}/573\ \mathrm{K}} \mathrm{P}

The major product P is:

  1. A
    Figure β€” described from the original paper

    benzene ring bearing a βˆ’COOH-\mathrm{COOH} group with a tert-butyl group at the para position

    (4-tert-butylbenzoic acid)

  2. B
    Figure β€” described from the original paper

    benzene ring bearing a tert-butyl group and a βˆ’COOH-\mathrm{COOH} group (meta arrangement)

    (3-tert-butylbenzoic acid)

  3. C
    Figure β€” described from the original paper

    C6H5βˆ’COβˆ’Oβˆ’C(CH3)3\mathrm{C_6H_5{-}CO{-}O{-}C(CH_3)_3}

    (tert-butyl benzoate)

  4. D
    Figure β€” described from the original paper

    C6H5βˆ’COβˆ’Oβˆ’CH2βˆ’C(CH3)=CH2\mathrm{C_6H_5{-}CO{-}O{-}CH_2{-}C(CH_3){=}CH_2}

    (2-methylprop-2-en-1-yl benzoate)

Show answer

Correct option: B

Q11JEE Main 2026 Apr 6 Shift 1EasyNumerical

4.7 g of phenol is heated with Zn to give product X. If this reaction goes to 60% completion then the number of moles of compound X formed will be ____ Γ—10βˆ’2\times 10^{-2}. (Nearest Integer)

(Given molar mass in g molβˆ’1^{-1} : H:1, C:12, O:16)

Show answer

Answer: 3

Q12JEE Main 2026 Apr 6 Shift 2Medium

'xx' is the product which is obtained by the hydrolysis of prop-1-yne in the presence of mercuric sulphate under dilute acidic medium at 333 K. 'yy' is the product which is obtained by the reaction of ethane nitrile with methyl magnesium bromide in dry ether followed by hydrolysis. IUPAC name of product obtained from 'xx' and 'yy' in the presence of barium hydroxide followed by heating is :

  1. A

    2-Methylpent-4-en-3-one

  2. B

    4-Methylpent-3-en-2-one

  3. C

    4-Methylpent-1-ene

  4. D

    2-Methylpent-3-one

Show answer

Correct option: B

Q13JEE Main 2026 Apr 6 Shift 2Medium

Consider the following reaction.

Figure β€” described from the original paper

Benzyl phenyl ether, C6H5βˆ’Oβˆ’CH2βˆ’C6H5\mathrm{C_6H_5{-}O{-}CH_2{-}C_6H_5}

+HI→+ \mathrm{HI} \rightarrow Product

Statement I : In the above reaction, product formed will be a mixture of benzyl alcohol and iodobenzene.

Statement II : In the above reaction, the βˆ’Oβˆ’CH2βˆ’-\mathrm{O{-}CH_2}- bond is cleaved to give the product.

In the light of the above statements, choose the correct answer from the options given below :

  1. A

    Both Statement I and Statement II are true

  2. B

    Both Statement I and Statement II are false

  3. C

    Statement I is true but Statement II is false

  4. D

    Statement I is false but Statement II is true

Show answer

Correct option: D

Q14JEE Main 2026 Apr 8 Shift 2HardNumerical

'xx' is the product which is obtained from benzene by reacting it with carbon monoxide and hydrogen chloride in the presence of cuprous chloride. 'yy' is the major product obtained from the benzene by reacting it with ethanoyl chloride in the presence of anhydrous AlCl3\mathrm{AlCl_3}. Product (major) obtained by heating xx and yy in the presence of alkali is zz. Total number of Ο€\pi (pi) electrons in zz is __________.

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Answer: 16

Q15JEE Main 2025 Apr 2 Shift 1Easy

Consider the following molecules :

(p) CH3βˆ’CH2βˆ’Cβˆ₯Oβˆ’Cl\mathrm{CH_3-CH_2-\overset{\overset{O}{\|}}{C}-Cl} (q) CH3βˆ’CH2βˆ’Cβˆ₯Oβˆ’Oβˆ’Cβˆ₯Oβˆ’CH3\mathrm{CH_3-CH_2-\overset{\overset{O}{\|}}{C}-O-\overset{\overset{O}{\|}}{C}-CH_3}

(r) CH3βˆ’CH2βˆ’Cβˆ₯Oβˆ’Oβˆ’CH2βˆ’CH3\mathrm{CH_3-CH_2-\overset{\overset{O}{\|}}{C}-O-CH_2-CH_3} (s) CH3βˆ’CH2βˆ’Cβˆ₯Oβˆ’NH2\mathrm{CH_3-CH_2-\overset{\overset{O}{\|}}{C}-NH_2}

The correct order of rate of hydrolysis is :

  1. A

    q>p>r>s\mathrm{q > p > r > s}

  2. B

    r>q>p>s\mathrm{r > q > p > s}

  3. C

    p>r>q>s\mathrm{p > r > q > s}

  4. D

    p>q>r>s\mathrm{p > q > r > s}

Show answer

Correct option: D

Q16JEE Main 2025 Apr 2 Shift 1Medium

Given below are two statements :

Statement (I) : Vanillin

Figure β€” described from the original paper

4-hydroxy-3-methoxybenzaldehyde structure

will react with NaOH and also with Tollen's reagent.

Statement (II) : Vanillin

Figure β€” described from the original paper

4-hydroxy-3-methoxybenzaldehyde structure

will undergo self aldol condensation very easily.

In the light of the above statements, choose the most appropriate answer from the options given below :

  1. A

    Both Statement I and Statement II are correct

  2. B

    Both Statement I and Statement II are incorrect

  3. C

    Statement I is correct but Statement II is incorrect

  4. D

    Statement I is incorrect but Statement II is correct

Show answer

Correct option: C

Q17JEE Main 2025 Apr 2 Shift 2Medium

Consider the following reactions. From these reactions which reaction will give carboxylic acid as a major product ?

(A) Rβˆ’C≑Nβ†’mildΒ condition(i)Β H+/H2O\mathrm{R{-}C{\equiv}N \xrightarrow[\text{mild condition}]{\text{(i) } H^{+}/H_2O}}

(B) Rβˆ’MgXβ†’(i)Β CO2Β (ii)Β H3O+\mathrm{R{-}MgX \xrightarrow{\text{(i) } CO_2 \text{ (ii) } H_3O^{+}}}

(C) Rβˆ’C≑Nβ†’(i)Β SnCl2/HClΒ (ii)Β H3O+\mathrm{R{-}C{\equiv}N \xrightarrow{\text{(i) } SnCl_2/HCl \text{ (ii) } H_3O^{+}}}

(D) R⋅CH2⋅OH→PCC\mathrm{R{\cdot}CH_2{\cdot}OH \xrightarrow{\text{PCC}}}

(E) C6H5βˆ’COClβ†’(i)Β H2∣Pd-BaSO4Β (ii)Β Br2Β water\mathrm{C_6H_5{-}COCl \xrightarrow{\text{(i) } H_2|Pd\text{-}BaSO_4 \text{ (ii) } Br_2 \text{ water}}}

Figure β€” described from the original paper

benzoyl chloride shown as benzene ring bearing a COCl group

Choose the correct answer from the options given below :

  1. A

    A, B and E only

  2. B

    B, C and E only

  3. C

    B and E only

  4. D

    A and D only

Show answer

Correct option: C

Q18JEE Main 2025 Apr 3 Shift 1Medium

The least acidic compound, among the following is:

Figure β€” described from the original paper

(A) 3-ethoxyphenol (benzene ring with OEt and OH meta to each other); (B) benzenesulfonic acid (C6H5SO3H\mathrm{C_6H_5SO_3H}); (C) butanoic acid (CH3CH2CH2COOH\mathrm{CH_3CH_2CH_2COOH}); (D) ethyl propiolate (EtO2Cβˆ’C≑Cβˆ’H\mathrm{EtO_2C{-}C{\equiv}C{-}H})

  1. A

    B

  2. B

    D

  3. C

    C

  4. D

    A

Show answer

Correct option: B

Q19JEE Main 2025 Apr 3 Shift 1Medium

Number of molecules from below which cannot give iodoform reaction is:

Ethanol, Isopropyl alcohol, Bromoacetone, 2βˆ’Butanol, 2βˆ’Butanone, Butanal, 2βˆ’Pentanone, 3βˆ’Pentanone, Pentanal and 3βˆ’Pentanol.

  1. A

    2

  2. B

    5

  3. C

    3

  4. D

    4

Show answer

Correct option: D

Q20JEE Main 2025 Apr 3 Shift 2Medium

The major product (P) in the following reaction is :

Phβˆ’Cβˆ₯Oβˆ’Cβˆ₯Oβˆ’Hβ†’Ξ”KOHPMajorΒ Product\mathrm{Ph{-}\overset{\displaystyle O}{\overset{\|}{C}}{-}\overset{\displaystyle O}{\overset{\|}{C}}{-}H} \xrightarrow[\Delta]{\mathrm{KOH}} \underset{\text{Major Product}}{\mathrm{P}}

  1. A

    Phβˆ’CH(OH)βˆ’CH2OH\mathrm{Ph{-}CH(OH){-}CH_2OH}

  2. B

    Phβˆ’CH(OH)βˆ’COOβˆ’K+\mathrm{Ph{-}CH(OH){-}COO^{-}K^{+}}

  3. C

    Phβˆ’COβˆ’CH2OH\mathrm{Ph{-}CO{-}CH_2OH}

  4. D

    Phβˆ’COβˆ’COOβˆ’K+\mathrm{Ph{-}CO{-}COO^{-}K^{+}}

Show answer

Correct option: B

Q21JEE Main 2025 Apr 4 Shift 2Medium

Which among the following compounds give yellow solid when reacted with NaOI/NaOH ?

(A) CH3βˆ’CH∣OHβˆ’C2H5\mathrm{CH_3-\underset{\underset{\displaystyle \mathrm{OH}}{|}}{CH}-C_2H_5}

(B) CH3βˆ’CH2βˆ’CH2βˆ’OH\mathrm{CH_3-CH_2-CH_2-OH}

(C) CH3βˆ’COβˆ’C2H5\mathrm{CH_3-CO-C_2H_5}

(D) CH3βˆ’COOH\mathrm{CH_3-COOH}

(E) CH3βˆ’CH2βˆ’CHO\mathrm{CH_3-CH_2-CHO}

Choose the correct answer from the options given below :

  1. A

    (A) and (C) Only

  2. B

    (A), (C) and (D) Only

  3. C

    (B), (C) and (E) Only

  4. D

    (C) and (D) Only

Show answer

Correct option: A

Q22JEE Main 2025 Apr 4 Shift 2Hard

A toxic compound "A" when reacted with NaCN in aqueous acidic medium yields an edible cooking component and food preservative "B". "B" is converted to "C" by diborane and can be used as an additive to petrol to reduce emission. "C" upon reaction with oleum at 140Β°C140Β°\mathrm{C} yields an inhalable anesthetic "D". Identify "A", "B", "C" & "D", respectively :

  1. A

    Methanol; formaldehyde; methyl chloride; chloroform

  2. B

    Ethanol; acetonitrile; ethylamine; ethylene

  3. C

    Acetaldehyde; 2-hydroxypropanoic acid; propanoic acid; dipropyl ether

  4. D

    Methanol; acetic acid; ethanol; diethyl ether

Show answer

Correct option: D

Q23JEE Main 2025 Apr 7 Shift 1Medium

Given below are two statements:

Statement I: Dimethyl ether is completely soluble in water. However, diethyl ether is soluble in water to a very small extent.

Statement II: Sodium metal can be used to dry diethyl ether and not ethyl alcohol.

In the light of given statements, choose the correct answer from the options given below

  1. A

    Both Statement I and Statement II are true

  2. B

    Both Statement I and Statement II are False

  3. C

    Statement I is true but Statement II is false

  4. D

    Statement I is false but Statement II are true

Show answer

Correct option: A

Q24JEE Main 2025 Apr 7 Shift 1Medium

Which of the following compounds is least likely to give effervescence of CO2\mathrm{CO_2} in presence of aq. NaHCO3\mathrm{NaHCO_3} ?

  1. A
    Figure β€” described from the original paper

    4-nitrobenzoic acid β€” benzene ring with COOH and para NO2\mathrm{NO_2}

  2. B

    Phβˆ’N(+)H3Β Cl(βˆ’)\mathrm{Ph{-}\overset{(+)}{N}H_3\ \overset{(-)}{Cl}}

  3. C
    Figure β€” described from the original paper

    3-nitrophenol β€” benzene ring with OH and meta NO2\mathrm{NO_2}

  4. D
    Figure β€” described from the original paper

    2,4,6-trinitrophenol (picric acid) β€” benzene ring with OH and three NO2\mathrm{NO_2} groups at ortho, ortho and para positions

Show answer

Correct option: C

Q25JEE Main 2025 Apr 7 Shift 2Medium

"P" is an optically active compound with molecular formula C6H12O\mathrm{C_6H_{12}O}. When 'P' is treated with 2,4-dinitrophenylhydrazine, it gives a positive test. However, in presence of Tollens reagent, "P" gives a negative test. Predict the structure of "P".

  1. A

    CH3βˆ’COβˆ’CH2βˆ’CH(CH3)βˆ’CH3\mathrm{CH_3-CO-CH_2-CH(CH_3)-CH_3} (4-methylpentan-2-one)

  2. B

    CH3βˆ’COβˆ’CH(CH2CH3)βˆ’CH3\mathrm{CH_3-CO-CH(CH_2CH_3)-CH_3} (3-methylpentan-2-one)

  3. C

    Hβˆ’COβˆ’CH2βˆ’CH(CH2CH3)βˆ’CH3\mathrm{H-CO-CH_2-CH(CH_2CH_3)-CH_3} (3-methylpentanal)

  4. D

    CH3βˆ’COβˆ’CH2βˆ’CH2βˆ’CH2βˆ’CH3\mathrm{CH_3-CO-CH_2-CH_2-CH_2-CH_3} (hexan-2-one)

Show answer

Correct option: B

Q26JEE Main 2025 Apr 7 Shift 2HardNumerical

Identify the structure of the final product (D) in the following sequence of the reactions :

Phβˆ’COβˆ’CH3β†’Ξ”PCl5Aβ†’3Β eq.Β NaNH2/NH3Bβ†’AcidifyCβ†’1.Β B2H62.Β H2O2/OHβˆ’D\mathrm{Ph-CO-CH_3} \xrightarrow[\Delta]{\mathrm{PCl_5}} A \xrightarrow{\mathrm{3\ eq.\ NaNH_2/NH_3}} B \xrightarrow{\text{Acidify}} C \xrightarrow{\substack{1.\ \mathrm{B_2H_6} \\ 2.\ \mathrm{H_2O_2/OH^-}}} D

Total number of sp2sp^2 hybridised carbon atoms in product D is __________.

Show answer

Answer: 7

Q27JEE Main 2025 Apr 8 Shift 2Medium

Which one of the following reactions will not lead to the desired ether formation in major proportion ?

(iso–Bu β‡’\Rightarrow isobutyl, sec–Bu β‡’\Rightarrow sec-butyl, nPr β‡’\Rightarrow n–propyl, t^tBu β‡’\Rightarrow tert–butyl, Et β‡’\Rightarrow ethyl)

  1. A
    Figure β€” described from the original paper

    sodium cyclohexanolate + CH3Br\mathrm{CH_3Br} ⟢\longrightarrow cyclohexyl βˆ’Oβˆ’CH3-\mathrm{O{-}CH_3}

  2. B

    isoβˆ’BuOβˆ’Β Na++secβˆ’BuBr⟢secβˆ’Buβˆ’Oβˆ’isoβˆ’Bu\mathrm{iso{-}Bu\overset{-}{O}\ \overset{+}{Na} + sec{-}BuBr \longrightarrow sec{-}Bu{-}O{-}iso{-}Bu}

  3. C
    Figure β€” described from the original paper

    sodium phenoxide Na+Oβˆ’βˆ’C6H5\mathrm{\overset{+}{Na}\overset{-}{O}{-}C_6H_5} + nβˆ’PrBr\mathrm{n{-}PrBr} ⟢\longrightarrow nβˆ’Prβˆ’Oβˆ’C6H5\mathrm{n{-}Pr{-}O{-}C_6H_5}

  4. D

    tBuOβˆ’Β Na++EtBr⟢tBuβˆ’Oβˆ’Et\mathrm{{}^tBu\overset{-}{O}\ \overset{+}{Na} + EtBr \longrightarrow {}^tBu{-}O{-}Et}

Show answer

Correct option: B

Q28JEE Main 2025 Apr 8 Shift 2Medium

When

Figure β€” described from the original paper

keto-aldehyde CH3CO(CH2)4CHO\mathrm{CH_3CO(CH_2)_4CHO} (6-oxoheptanal, drawn as a zig-zag chain with a methyl ketone at one end and -CHO at the other)

undergoes intramolecular aldol condensation, the major product formed is :

  1. A
    Figure β€” described from the original paper

    cyclohept-2-en-1-one β€” seven-membered ring enone

  2. B
    Figure β€” described from the original paper

    2-methylcyclopent-2-en-1-one β€” five-membered ring enone with a methyl group on the alkene carbon adjacent to C=O

  3. C
    Figure β€” described from the original paper

    1-acetylcyclopentene β€” cyclopentene ring with a COCH3\mathrm{COCH_3} group on an alkene carbon

  4. D
    Figure β€” described from the original paper

    2-methylcyclopent-1-ene-1-carbaldehyde β€” cyclopentene ring with -CHO on one alkene carbon and methyl on the other

Show answer

Correct option: C

Q29JEE Main 2025 Jan 22 Shift 1Medium

The compounds which give positive Fehling's test are :

(A)

Figure β€” described from the original paper

benzaldehyde, C6H5βˆ’CHO\mathrm{C_6H_5-CHO}

(B)

Figure β€” described from the original paper

acetophenone, C6H5βˆ’COβˆ’CH3\mathrm{C_6H_5-CO-CH_3}

(C) HOCH2βˆ’COβˆ’(CHOH)3βˆ’CH2βˆ’OH\mathrm{HOCH_2-CO-(CHOH)_3-CH_2-OH} (D) CH3βˆ’CHO\mathrm{CH_3-CHO} (E)

Figure β€” described from the original paper

phenylacetaldehyde, C6H5βˆ’CH2βˆ’CHO\mathrm{C_6H_5-CH_2-CHO}

Choose the correct answer from the options given below :

  1. A

    (C), (D) and (E) Only

  2. B

    (A), (D) and (E) Only

  3. C

    (A), (C) and (D) Only

  4. D

    (A), (B) and (C) Only

Show answer

Correct option: A

Q30JEE Main 2025 Jan 22 Shift 2Medium

Toluene (excess) β†’(i)Β CrO2Cl2,Β CS2Β (ii)Β H3O+Β (iii)Β NaHSO3\xrightarrow{\text{(i) } \mathrm{CrO_2Cl_2,\ CS_2}\ \text{(ii) } \mathrm{H_3O^+}\ \text{(iii) } \mathrm{NaHSO_3}} Filter ⟢\longrightarrow Residue (A)

Residue (A) ++ HCl(dil) β†’\rightarrow Compound (B)

Structure of residue (A) and compound (B) formed respectively is :

[A] and [B]

This question includes a diagram or structure that we have not reproduced yet. Refer to the official NTA paper for the figure.

  1. A

    [A: Γ‰tard complex C6H5CH(O CrOHCl2)2\mathrm{C_6H_5CH(O\,CrOHCl_2)_2} ; B: benzaldehyde C6H5CHO\mathrm{C_6H_5CHO}]

  2. B

    [A: benzaldehyde C6H5CHO\mathrm{C_6H_5CHO} ; B: benzoic acid C6H5COOH\mathrm{C_6H_5COOH}]

  3. C

    [A: benzaldehyde C6H5CHO\mathrm{C_6H_5CHO} ; B: sodium benzoate C6H5COONa\mathrm{C_6H_5COONa}]

  4. D

    [A: bisulphite adduct C6H5CH(OH)SO3Na\mathrm{C_6H_5CH(OH)SO_3Na} ; B: benzaldehyde C6H5CHO\mathrm{C_6H_5CHO}]

Show answer

Correct option: D

Q31JEE Main 2025 Jan 23 Shift 1Medium

What amount of bromine will be required to convert 2 g of phenol into 2,4,6-tribromophenol?

(Given molar masses in g molβˆ’1^{-1} of C, H, O, Br are 12, 1, 16 and 80 respectively)

  1. A

    4.0 g

  2. B

    6.0 g

  3. C

    10.22 g

  4. D

    20.44 g

Show answer

Correct option: C

Q32JEE Main 2025 Jan 23 Shift 1Medium

The major product of the following reaction is:

CH3CH2CH=O→refluxexcess HCHOalkali?\mathrm{CH_3CH_2CH{=}O} \xrightarrow[\text{reflux}]{\substack{\text{excess HCHO} \\ \text{alkali}}} ?

  1. A

    CH3βˆ’C(CH2βˆ’OH)3\mathrm{CH_3{-}C(CH_2{-}OH)_3} (carbon bearing three βˆ’CH2βˆ’OH\mathrm{{-}CH_2{-}OH} groups)

  2. B

    CH3βˆ’CH(CH2βˆ’OH)βˆ’CH=O\mathrm{CH_3{-}CH(CH_2{-}OH){-}CH{=}O}

  3. C

    CH3βˆ’C(=CH2)βˆ’CH=O\mathrm{CH_3{-}C({=}CH_2){-}CH{=}O}

  4. D

    CH3βˆ’CH2βˆ’CH2βˆ’OH\mathrm{CH_3{-}CH_2{-}CH_2{-}OH}

Show answer

Correct option: A

Q33JEE Main 2025 Jan 23 Shift 2Medium

Consider the following reaction

Rβˆ’Cβˆ₯Oβˆ’R+H2Oβ‡ŒKRβˆ’C∣OH∣OHβˆ’R\mathrm{R{-}\overset{\overset{\textstyle O}{\|}}{C}{-}R} + H_2O \underset{}{\overset{K}{\rightleftharpoons}} \mathrm{R{-}\underset{\underset{\textstyle OH}{|}}{\overset{\overset{\textstyle OH}{|}}{C}}{-}R}

Statement (I) : In the case of formaldehyde (Hβˆ’Cβˆ₯Oβˆ’H\mathrm{H{-}\overset{\overset{\textstyle O}{\|}}{C}{-}H}), K is about 2280, due to small substituents, hydration is faster.

Statement (II) : In the case of trichloro acetaldehyde (Hβˆ’Cβˆ₯Oβˆ’CCl3\mathrm{H{-}\overset{\overset{\textstyle O}{\|}}{C}{-}CCl_3}), K is about 2000 due to βˆ’I-I effect of βˆ’Cl-Cl.

In the light of the above statements, choose the correct answer from the options given below :

  1. A

    Both Statement I and Statement II are true

  2. B

    Both Statement I and Statement II are false

  3. C

    Statement I is true but Statement II is false

  4. D

    Statement I is false but Statement II is true

Show answer

Correct option: A

Q34JEE Main 2025 Jan 23 Shift 2Medium

Identify the products [A] and [B], respectively in the following reaction :

Chlorobenzene→(ii) H+(i) NaOH, 623 K, 300 atm[A]→H2SO4Na2Cr2O7[B]\text{Chlorobenzene} \xrightarrow[\text{(ii) } H^{+}]{\text{(i) NaOH, 623 K, 300 atm}} [A] \xrightarrow[\text{H}_2\text{SO}_4]{\text{Na}_2\text{Cr}_2\text{O}_7} [B]

This question includes a diagram or structure that we have not reproduced yet. Refer to the official NTA paper for the figure.

  1. A

    [A] benzene, [B] phenol

  2. B

    [A] phenol, [B] sodium phenoxide (C6H5Oβˆ’Na+\mathrm{C_6H_5O^{-}Na^{+}})

  3. C

    [A] benzene, [B] cyclohexa-2,4-dien-1-one (an unsaturated cyclic ketone)

  4. D

    [A] phenol, [B] benzoquinone (cyclohexa-2,5-diene-1,4-dione)

Show answer

Correct option: D

Q35JEE Main 2025 Jan 23 Shift 2Easy

Given below are two statements :

Statement (I) : The boiling points of alcohols and phenols increase with increase in the number of C-atoms.

Statement (II) : The boiling points of alcohols and phenols are higher in comparison to other class of compounds such as ethers, haloalkanes.

In the light of the above statements, choose the correct answer from the options given below :

  1. A

    Both Statement I and Statement II are true

  2. B

    Both Statement I and Statement II are false

  3. C

    Statement I is true but Statement II is false

  4. D

    Statement I is false but Statement II is true

Show answer

Correct option: A

Q36JEE Main 2025 Jan 24 Shift 1Hard

Aman has been asked to synthesise the molecule

Figure β€” described from the original paper

1-(cyclopent-1-en-1-yl)ethan-1-one β€” a cyclopentene ring bearing a βˆ’C(=O)βˆ’CH3\mathrm{-C(=O)-CH_3} group on a double-bond carbon

(x). He thought of preparing this molecule by aldol condensation. He found some cyclic alkenes in his laboratory. He planned ozonolysis of an alkene to obtain a dicarbonyl compound, followed by aldol reaction to prepare "x". Predict the suitable alkene that can lead to the formation of "x":

  1. A
    Structure β€” described from the original paper

    1-methylcyclohex-1-ene

  2. B
    Structure β€” described from the original paper

    3-methylcyclohex-1-ene

  3. C
    Structure β€” described from the original paper

    4-methylcyclohex-1-ene

  4. D
    Structure β€” described from the original paper

    methylenecyclohexane

Show answer

Correct option: A

Q37JEE Main 2025 Jan 24 Shift 1Medium

Which of the following arrangements with respect to their reactivity in nucleophilic addition reaction is correct?

  1. A

    benzaldehyde < acetophenone < p-nitrobenzaldehyde < p-tolualdehyde

  2. B

    acetophenone < p-tolualdehyde < benzaldehyde < p-nitrobenzaldehyde

  3. C

    acetophenone < benzaldehyde < p-tolualdehyde < p-nitrobenzaldehyde

  4. D

    p-nitrobenzaldehyde < benzaldehyde < p-tolualdehyde < acetophenone

Show answer

Correct option: B

Q38JEE Main 2025 Jan 24 Shift 1Medium

The product (A) formed in the following reaction sequence is CH3βˆ’C≑CHβ†’iii)Β H2/Nii)Β Hg2+,Β H2SO4Β Β ii)Β HCN(A)\mathrm{CH_3-C\equiv CH \xrightarrow[\text{iii) } H_2/Ni]{\text{i) } Hg^{2+},\ H_2SO_4\ \ \text{ii) } HCN} (A)}

  1. A

    CH3βˆ’CH2βˆ’CH(OH)βˆ’CH2βˆ’NH2\mathrm{CH_3-CH_2-CH(OH)-CH_2-NH_2}

  2. B

    CH3βˆ’C(OH)(CH3)βˆ’CH2βˆ’NH2\mathrm{CH_3-C(OH)(CH_3)-CH_2-NH_2}

  3. C

    CH3βˆ’C(NH2)(CH3)βˆ’CH2βˆ’OH\mathrm{CH_3-C(NH_2)(CH_3)-CH_2-OH}

  4. D

    CH3βˆ’CH2βˆ’CH(NH2)βˆ’CH2βˆ’OH\mathrm{CH_3-CH_2-CH(NH_2)-CH_2-OH}

Show answer

Correct option: B

Q39JEE Main 2025 Jan 24 Shift 2Medium

Match List - I with List - II.

List - I List - II
(A) \mathrm{RCN} \xrightarrow[\text{(ii) H_3O^+}]{\text{(i) SnCl_2, HCl}} \mathrm{RCHO} (I) Etard reaction
(B) \mathrm{C_6H_5COCl} \xrightarrow{\text{H_2 / Pd-BaSO_4}} \mathrm{C_6H_5CHO} (II) Gatterman-Koch reaction
(C) \mathrm{C_6H_5CH_3} \xrightarrow[\text{(ii) H_3O^+}]{\text{(i) CrO_2Cl_2, CS_2}} \mathrm{C_6H_5CHO} (III) Rosenmund reduction
(D) \mathrm{C_6H_6} \xrightarrow[\text{(ii) anhydrous AlCl_3 / CuCl}]{\text{(i) CO, HCl}} \mathrm{C_6H_5CHO} (IV) Stephen reaction

Choose the correct answer from the options given below :

  1. A

    (A)-(IV), (B)-(III), (C)-(I), (D)-(II)

  2. B

    (A)-(III), (B)-(IV), (C)-(II), (D)-(I)

  3. C

    (A)-(III), (B)-(IV), (C)-(I), (D)-(II)

  4. D

    (A)-(I), (B)-(III), (C)-(II), (D)-(IV)

Show answer

Correct option: A

Q40JEE Main 2025 Jan 28 Shift 1Hard

A molecule ("P") on treatment with acid undergoes rearrangement and gives ("Q"). ("Q") on ozonolysis followed by reflux under alkaline condition gives ("R"). The structure of ("R") is given below.

Figure β€” described from the original paper

"R" = 1-(2-methylcyclopent-1-en-1-yl)ethan-1-one β€” a cyclopentene ring bearing a COCH3\mathrm{COCH_3} group at C1 and a CH3\mathrm{CH_3} group at C2

The structure of ("P") is

  1. A
    Figure β€” described from the original paper

    1-isopropylcyclopentan-1-ol β€” cyclopentane ring with OH and CH(CH3)2\mathrm{CH(CH_3)_2} on the same carbon

  2. B
    Figure β€” described from the original paper

    1-isopropylcyclobutan-1-ol β€” cyclobutane ring with OH and CH(CH3)2\mathrm{CH(CH_3)_2} (Me, Me) on the same carbon

  3. C
    Figure β€” described from the original paper

    1,2-dimethylcyclohexene β€” cyclohexene ring with CH3\mathrm{CH_3} groups on both double-bond carbons

  4. D
    Figure β€” described from the original paper

    prop-1-en-2-ylcyclopentane β€” cyclopentane ring bearing an isopropenyl group C(CH3)=CH2\mathrm{C(CH_3){=}CH_2}

Show answer

Correct option: A, D (dropped β€” all options accepted)

Q41JEE Main 2025 Jan 28 Shift 1Medium

Both acetaldehyde and acetone (individually) undergo which of the following reactions?

A. Iodoform Reaction

B. Cannizaro Reaction

C. Aldol Condensation

D. Tollen's Test

E. Clemmensen Reduction

Choose the correct answer from the options given below:

  1. A

    A, C and E Only

  2. B

    C and E Only

  3. C

    B, C and D Only

  4. D

    A, B and D Only

Show answer

Correct option: A

Q42JEE Main 2024 Apr 4 Shift 1Medium

Given below are two statements :

Statements I : Acidity of Ξ±-hydrogens of aldehydes and ketones is responsible for Aldol reaction.

Statement II : Reaction between benzaldehyde and ethanal will NOT give Cross - Aldol product.

In the light of the above statements, choose the most appropriate answer from the options given below :

  1. A

    Both Statement I and Statement II are correct

  2. B

    Both Statement I and Statement II are incorrect

  3. C

    Statement I is correct but Statement II is incorrect

  4. D

    Statement I is incorrect but Statement II is correct

Show answer

Correct option: C

Q43JEE Main 2024 Apr 4 Shift 1Medium

Identify the product in the following reaction :

Figure β€” described from the original paper

3-acetylbenzaldehyde β€” a benzene ring bearing a βˆ’CHO\mathrm{-CHO} group and a βˆ’COCH3\mathrm{-COCH_3} group at meta positions

β†’HClZnβˆ’HgProduct\xrightarrow[\mathrm{HCl}]{\mathrm{Zn-Hg}} \text{Product}

  1. A
    Figure β€” described from the original paper

    1-ethyl-3-methylbenzene β€” ring with βˆ’CH2CH3\mathrm{-CH_2CH_3} and βˆ’CH3\mathrm{-CH_3} at meta positions

  2. B
    Figure β€” described from the original paper

    3'-methylacetophenone β€” ring with βˆ’CH3\mathrm{-CH_3} and βˆ’COCH3\mathrm{-COCH_3} at meta positions

  3. C
    Figure β€” described from the original paper

    1-(3-(hydroxymethyl)phenyl)ethanone β€” ring with βˆ’CH2OH\mathrm{-CH_2OH} and βˆ’COCH3\mathrm{-COCH_3} at meta positions

  4. D
    Figure β€” described from the original paper

    ring with βˆ’CH2OH\mathrm{-CH_2OH} and βˆ’CH(OH)CH3\mathrm{-CH(OH)CH_3} at meta positions

Show answer

Correct option: A

Q44JEE Main 2024 Apr 4 Shift 1HardNumerical

The number of the correct reaction(s) among the following is ________.

Figure β€” described from the original paper

four reaction schemes

(A) benzene ++ benzoyl chloride (C6H5COCl\mathrm{C_6H_5COCl}) β†’Anhyd.AlCl3\xrightarrow{\text{Anhyd.}\mathrm{AlCl_3}} diphenylmethane (C6H5CH2C6H5\mathrm{C_6H_5CH_2C_6H_5})

(B) benzoyl chloride (C6H5COCl\mathrm{C_6H_5COCl}) β†’Pdβˆ’BaSO4H2\xrightarrow[\mathrm{Pd-BaSO_4}]{\mathrm{H_2}} benzoic acid (C6H5COOH\mathrm{C_6H_5COOH})

(C) benzene β†’Anhyd.AlCl3/CuClCO,HCl\xrightarrow[\text{Anhyd.}\mathrm{AlCl_3/CuCl}]{\mathrm{CO, HCl}} benzaldehyde (C6H5CHO\mathrm{C_6H_5CHO})

(D) benzamide (C6H5CONH2\mathrm{C_6H_5CONH_2}) β†’Ξ”H3O+\xrightarrow[\Delta]{\mathrm{H_3O^+}} aniline (C6H5NH2\mathrm{C_6H_5NH_2})

Show answer

Answer: 1

Q45JEE Main 2024 Apr 4 Shift 2Easy

Common name of Benzene - 1, 2 - diol is -

  1. A

    resorcinol

  2. B

    quinol

  3. C

    catechol

  4. D

    o-cresol

Show answer

Correct option: C

Q46JEE Main 2024 Apr 4 Shift 2Medium

CH3βˆ’CH2βˆ’CH2βˆ’Br+NaOHβ†’C2H5OHProductΒ β€²Aβ€²\mathrm{CH_3-CH_2-CH_2-Br + NaOH \xrightarrow{C_2H_5OH} Product\ 'A'}

Product A β†’H+H2O\xrightarrow[\mathrm{H^+}]{\mathrm{H_2O}} Product "B"

Product A β†’H2O/H2O2/Oβ€ΎHDiborane\xrightarrow[\mathrm{H_2O/H_2O_2/\overline{O}H}]{\text{Diborane}} Product "C"

Consider the above reactions, identify product B and product C.

  1. A

    B = 2-Propanol   C = 1-Propanol

  2. B

    B = 1-Propanol   C = 2-Propanol

  3. C

    B = C = 2-Propanol

  4. D

    B = C = 1-Propanol

Show answer

Correct option: A

Q47JEE Main 2024 Apr 4 Shift 2MediumNumerical

Vanillin compound obtained from vanilla beans, has total sum of oxygen atoms and Ο€\pi electrons is ________.

Show answer

Answer: 11

Q48JEE Main 2024 Apr 5 Shift 1Medium

For the Compounds :

(A) H3Cβˆ’CH2βˆ’Oβˆ’CH2βˆ’CH2βˆ’CH3\mathrm{H_3C{-}CH_2{-}O{-}CH_2{-}CH_2{-}CH_3} (B) H3Cβˆ’CH2βˆ’CH2βˆ’CH2βˆ’CH3\mathrm{H_3C{-}CH_2{-}CH_2{-}CH_2{-}CH_3} (C) CH3βˆ’CH2βˆ’COβˆ’CH2βˆ’CH3\mathrm{CH_3{-}CH_2{-}CO{-}CH_2{-}CH_3} (D) H3Cβˆ’CH(OH)βˆ’CH2βˆ’CH2βˆ’CH3\mathrm{H_3C{-}CH(OH){-}CH_2{-}CH_2{-}CH_3}

The increasing order of boiling point is :

Choose the correct answer from the options given below :

  1. A

    (A) < (B) < (C) < (D)

  2. B

    (B) < (A) < (C) < (D)

  3. C

    (D) < (C) < (A) < (B)

  4. D

    (B) < (A) < (D) < (C)

Show answer

Correct option: B

Q49JEE Main 2024 Apr 5 Shift 1Medium

Given below are two statement :

Statements I : Bromination of phenol in solvent with low polarity such as CHCl3\mathrm{CHCl_3} or CS2\mathrm{CS_2} requires Lewis acid catalyst.

Statements II : The Lewis acid catalyst polarises the bromine to generate Br+\mathrm{Br^+}.

In the light of the above statements, choose the correct answer from the options given below :

  1. A

    Both Statement I and Statement II are true

  2. B

    Both Statement I and Statement II are false

  3. C

    Statement I is true but Statement II is false

  4. D

    Statement I is false but Statement II is true

Show answer

Correct option: D

Q50JEE Main 2024 Apr 5 Shift 1Medium

Identify compound (Z) in the following reaction sequence.

Figure β€” described from the original paper

chlorobenzene (benzene ring with Cl) as starting material

C6H5Cl+NaOH→300 atm623 KX→HClY→Conc. HNO3Z\mathrm{C_6H_5Cl + NaOH \xrightarrow[300~atm]{623~K} X \xrightarrow{HCl} Y \xrightarrow{Conc.~HNO_3} Z}

  1. A
    Figure β€” described from the original paper

    2,4-dinitrophenol β€” phenol with NO2\mathrm{NO_2} groups at ortho and para positions

  2. B
    Figure β€” described from the original paper

    2-nitrophenol β€” phenol with NO2\mathrm{NO_2} group at ortho position

  3. C
    Figure β€” described from the original paper

    4-nitrophenol β€” phenol with NO2\mathrm{NO_2} group at para position

  4. D
    Figure β€” described from the original paper

    2,4,6-trinitrophenol (picric acid) β€” phenol with NO2\mathrm{NO_2} groups at both ortho and the para positions

Show answer

Correct option: D

Q51JEE Main 2024 Apr 5 Shift 1Medium

Identify 'A' in the following reaction :

Figure β€” described from the original paper

butan-2-one structure

CH3βˆ’COβˆ’CH2βˆ’CH3β†’(i)Β N2H4Β ;Β (ii)Β ethyleneΒ glycol/KOHβ€²Aβ€²\mathrm{CH_3{-}CO{-}CH_2{-}CH_3 \xrightarrow{(i)~N_2H_4~;~(ii)~ethylene~glycol/KOH} 'A'}

  1. A
    Figure β€” described from the original paper

    (CH3)2C=Nβˆ’NH2\mathrm{(CH_3)_2C{=}N{-}NH_2} β€” hydrazone of acetone

  2. B
    Figure β€” described from the original paper

    skeletal structure of n-butane, CH3CH2CH2CH3\mathrm{CH_3CH_2CH_2CH_3}

  3. C
    Figure β€” described from the original paper

    CH3(C2H5)C=Nβˆ’NH2\mathrm{CH_3(C_2H_5)C{=}N{-}NH_2} β€” hydrazone of butan-2-one

  4. D
    Figure β€” described from the original paper

    butan-2-ol, CH3CH(OH)CH2CH3\mathrm{CH_3CH(OH)CH_2CH_3}

Show answer

Correct option: B

Q52JEE Main 2024 Apr 5 Shift 1MediumNumerical

Consider the given chemical reaction sequence :

Figure β€” described from the original paper

phenol (benzene ring with OH) as starting material

Phenol→Conc. H2SO4Product A→Conc. HNO3Product B\mathrm{Phenol \xrightarrow{Conc.~H_2SO_4} Product~A \xrightarrow{Conc.~HNO_3} Product~B}

Total sum of oxygen atoms in Product A and Product B are ________.

Show answer

Answer: 14

Q53JEE Main 2024 Apr 5 Shift 2Medium

Identify A and B in the given chemical reaction sequence :

Figure β€” described from the original paper

benzene β†’succinicΒ anhydride,Β AlCl3\xrightarrow{\text{succinic anhydride, } \mathrm{AlCl_3}} A $\xrightarrow[\mathrm{HCl}

{\mathrm{Zn-Hg}}B B \xrightarrow{\mathrm{H^+}}3,4βˆ’dihydronaphthalenβˆ’1(2H)βˆ’one( 3,4-dihydronaphthalen-1(2H)-one (\alpha$-tetralone)]*

  1. A

    [Figure] A - C6H5βˆ’COβˆ’CH2CH2βˆ’COOH\mathrm{C_6H_5{-}CO{-}CH_2CH_2{-}COOH} (3-benzoylpropanoic acid), B - C6H5βˆ’CH2CH2CH2βˆ’COOH\mathrm{C_6H_5{-}CH_2CH_2CH_2{-}COOH} (4-phenylbutanoic acid)

  2. B

    [Figure] A - C6H5βˆ’CH2CH2CH2βˆ’COOH\mathrm{C_6H_5{-}CH_2CH_2CH_2{-}COOH} (4-phenylbutanoic acid), B - C6H5βˆ’CH2CH2CH2βˆ’CH2OH\mathrm{C_6H_5{-}CH_2CH_2CH_2{-}CH_2OH} (4-phenylbutan-1-ol)

  3. C

    [Figure] A - 2,3-dihydronaphthalene-1,4-dione, B - 1,2,3,4-tetrahydronaphthalene-1,4-diol

  4. D

    [Figure] A - 2,3-dihydronaphthalene-1,4-dione, B - 1,2-dihydronaphthalene

Show answer

Correct option: A

Q54JEE Main 2024 Apr 5 Shift 2Medium

CH3CH2βˆ’OHβ†’(ii)Β KMnO4(iii)Β NaOH,CaO,Ξ”(i)Β Jone’sΒ ReagentP\mathrm{CH_3CH_2{-}OH} \xrightarrow[\substack{\text{(ii) } \mathrm{KMnO_4} \\ \text{(iii) } \mathrm{NaOH, CaO, \Delta}}]{\text{(i) Jone's Reagent}} \mathrm{P}

Consider the above reaction sequence and identify the major product P.

  1. A

    Methanal

  2. B

    Methane

  3. C

    Methanoic acid

  4. D

    Methoxymethane

Show answer

Correct option: B

Q55JEE Main 2024 Apr 5 Shift 2MediumNumerical

In the Claisen-Schmidt reaction to prepare 351 g of dibenzalacetone using 87 g of acetone, the amount of benzaldehyde required is ________ g. (Nearest integer)

Show answer

Answer: 318

Q56JEE Main 2024 Apr 6 Shift 1Medium

Given below are two statements :

Statement I : Piciric acid is 2,4,6 - trinitrotoluene.

Statement II : Phenol - 2,4 - disulphonic acid is treated with Conc. HNO3\mathrm{HNO_3} to get picric acid.

In the light of the above statements, choose the most appropriate answer from the options given below :

  1. A

    Both Statement I and Statement II are correct

  2. B

    Both Statement I and Statement II are incorrect

  3. C

    Statement I is correct but Statement II is incorrect

  4. D

    Statement I is incorrect but Statement II is correct

Show answer

Correct option: D

Q57JEE Main 2024 Apr 6 Shift 1Medium

In Reimer - Tiemann reaction, phenol is converted into salicylaldehyde through an intermediate. The structure of intermediate is ________.

  1. A
    Figure β€” described from the original paper

    phenol (–OH) with a βˆ’CHCl2\mathrm{-CHCl_2} group at the ortho position

  2. B
    Figure β€” described from the original paper

    sodium phenoxide (Oβˆ’Na+\mathrm{O^-Na^+}) with a –CHO group at the ortho position

  3. C
    Figure β€” described from the original paper

    sodium phenoxide (Oβˆ’Na+\mathrm{O^-Na^+}) with a βˆ’CH3\mathrm{-CH_3} group at the ortho position

  4. D
    Figure β€” described from the original paper

    sodium phenoxide (Oβˆ’Na+\mathrm{O^-Na^+}) with a βˆ’CHCl2\mathrm{-CHCl_2} group at the ortho position

Show answer

Correct option: D

Q58JEE Main 2024 Apr 6 Shift 1Easy

Which among the following aldehydes is most reactive towards nucleophilic addition reactions?

  1. A

    Hβˆ’CHO\mathrm{H{-}CHO}

  2. B

    CH3βˆ’CHO\mathrm{CH_3{-}CHO}

  3. C

    C2H5βˆ’CHO\mathrm{C_2H_5{-}CHO}

  4. D

    C3H7βˆ’CHO\mathrm{C_3H_7{-}CHO}

Show answer

Correct option: A

Q59JEE Main 2024 Apr 6 Shift 2Medium

Consider the given reaction, identify the major product P.

CH3βˆ’COOHβ†’(i)Β LiAlH4Β Β (ii)Β PCCΒ Β (iii)Β HCN/OΛ‰H(iv)Β H2O/OΛ‰H,Β Ξ”"P"\mathrm{CH_3{-}COOH} \xrightarrow{\substack{\text{(i) } \mathrm{LiAlH_4}\ \ \text{(ii) PCC}\ \ \text{(iii) } \mathrm{HCN/\bar{O}H} \\ \text{(iv) } \mathrm{H_2O/\bar{O}H},\ \Delta}} \text{"P"}

  1. A

    CH3βˆ’CH∣OHβˆ’COOH\mathrm{CH_3{-}\underset{\underset{\mathrm{OH}}{|}}{CH}{-}COOH} (i.e. CH3CH(OH)COOH\mathrm{CH_3CH(OH)COOH})

  2. B

    CH3βˆ’Cβˆ₯Oβˆ’CH2CH3\mathrm{CH_3{-}\overset{\overset{O}{\|}}{C}{-}CH_2CH_3} (i.e. CH3COCH2CH3\mathrm{CH_3COCH_2CH_3})

  3. C

    CH3βˆ’CH2βˆ’Cβˆ₯Oβˆ’NH2\mathrm{CH_3{-}CH_2{-}\overset{\overset{O}{\|}}{C}{-}NH_2} (i.e. CH3CH2CONH2\mathrm{CH_3CH_2CONH_2})

  4. D

    CH3βˆ’CH2βˆ’CH2βˆ’OH\mathrm{CH_3{-}CH_2{-}CH_2{-}OH}

Show answer

Correct option: A

Q60JEE Main 2024 Apr 6 Shift 2Medium

The major products formed :

Figure β€” described from the original paper

benzene ring with OCH3\mathrm{OCH_3} group (anisole)

β†’HNO3,Β H2SO4\xrightarrow{\mathrm{HNO_3,\ H_2SO_4}} 'A' β†’FeBr2Β (excess)\xrightarrow[\mathrm{Fe}]{\mathrm{Br_2\ (excess)}} 'B'

A and B respectively are :

  1. A
    Figure β€” described from the original paper

    2-nitroanisole (OCH3\mathrm{OCH_3} with NO2\mathrm{NO_2} ortho) and 4-bromo-2-nitroanisole (OCH3\mathrm{OCH_3} with NO2\mathrm{NO_2} ortho and Br para)

  2. B
    Figure β€” described from the original paper

    4-nitroanisole (OCH3\mathrm{OCH_3} with NO2\mathrm{NO_2} para) and 2-bromo-4-nitroanisole (OCH3\mathrm{OCH_3} with Br ortho and NO2\mathrm{NO_2} para)

  3. C
    Figure β€” described from the original paper

    2-nitroanisole (OCH3\mathrm{OCH_3} with NO2\mathrm{NO_2} ortho) and 2,4-dibromo-6-nitroanisole (OCH3\mathrm{OCH_3} with Br ortho, NO2\mathrm{NO_2} ortho on the other side and Br para)

  4. D
    Figure β€” described from the original paper

    4-nitroanisole (OCH3\mathrm{OCH_3} with NO2\mathrm{NO_2} para) and 2,6-dibromo-4-nitroanisole (OCH3\mathrm{OCH_3} with Br on both ortho positions and NO2\mathrm{NO_2} para)

Show answer

Correct option: D

Q61JEE Main 2024 Apr 6 Shift 2MediumNumerical
Figure β€” described from the original paper

benzene ring with OC2H5\mathrm{OC_2H_5} group (ethoxybenzene)

β†’HNO3,Β H2SO4\xrightarrow{\mathrm{HNO_3,\ H_2SO_4}} P (major product) β†’2Br2,Β Fe\xrightarrow{\mathrm{2Br_2,\ Fe}} Q (major product)

The ratio of number of oxygen atoms to bromine atoms in the product Q is ________ Γ—10βˆ’1\times 10^{-1}.

Show answer

Answer: 15

Q62JEE Main 2024 Apr 8 Shift 1Medium

Identify the major products A and B respectively in the following set of reactions.

Figure β€” described from the original paper

1-methylcyclohexan-1-ol (cyclohexane ring with CH3 and OH on the same carbon); with Conc.Β H2SO4,Β Ξ”\mathrm{Conc.\ H_2SO_4,\ \Delta} it gives A, and with CH3COCl\mathrm{CH_3COCl}/Pyridine it gives B

  1. A
    Figure β€” described from the original paper

    A = methylenecyclohexane (exocyclic C=CH2\mathrm{C{=}CH_2}) and B = cyclohexane ring with CH3 and OH on C1 and COCH3 on C2

  2. B
    Figure β€” described from the original paper

    A = 1-methylcyclohexene (endocyclic C=C) and B = 1-methylcyclohexyl acetate (ring carbon bearing CH3 and OCOCH3\mathrm{OCOCH_3})

  3. C
    Figure β€” described from the original paper

    A = 1-methylcyclohexene and B = cyclohexane ring with CH3 and OH on C1 and a CH3CO\mathrm{CH_3CO} group on C4

  4. D
    Figure β€” described from the original paper

    A = methylenecyclohexane and B = cyclohexane ring with CH3 and COCH3 on the same carbon

Show answer

Correct option: B

Q63JEE Main 2024 Apr 8 Shift 1Medium

Identify the product (P) in the following reaction:

Figure β€” described from the original paper

cyclopentane ring bearing COOH

β†’i)Β Br2/RedΒ P,Β ii)Β H2O\xrightarrow{\text{i) } \mathrm{Br_2}/\text{Red P, ii) } \mathrm{H_2O}} (P)

  1. A
    Figure β€” described from the original paper

    cyclopentane ring with COOH and Br on the same carbon

  2. B
    Figure β€” described from the original paper

    cyclopentane ring bearing a COBr group

  3. C
    Figure β€” described from the original paper

    cyclopentane ring with COOH on one carbon and Br on the adjacent ring carbon

  4. D
    Figure β€” described from the original paper

    cyclopentane ring with CHO and Br on the same carbon

Show answer

Correct option: A

Q64JEE Main 2024 Apr 8 Shift 2Easy

The correct sequence of acidic strength of the following aliphatic acids in their decreasing order is :

CH3CH2COOH\mathrm{CH_3CH_2COOH}, CH3COOH\mathrm{CH_3COOH}, CH3CH2CH2COOH\mathrm{CH_3CH_2CH_2COOH}, HCOOH\mathrm{HCOOH}

  1. A

    CH3CH2CH2COOH>CH3CH2COOH>CH3COOH>HCOOH\mathrm{CH_3CH_2CH_2COOH > CH_3CH_2COOH > CH_3COOH > HCOOH}

  2. B

    HCOOH>CH3COOH>CH3CH2COOH>CH3CH2CH2COOH\mathrm{HCOOH > CH_3COOH > CH_3CH_2COOH > CH_3CH_2CH_2COOH}

  3. C

    HCOOH>CH3CH2CH2COOH>CH3CH2COOH>CH3COOH\mathrm{HCOOH > CH_3CH_2CH_2COOH > CH_3CH_2COOH > CH_3COOH}

  4. D

    CH3COOH>CH3CH2COOH>CH3CH2CH2COOH>HCOOH\mathrm{CH_3COOH > CH_3CH_2COOH > CH_3CH_2CH_2COOH > HCOOH}

Show answer

Correct option: B

Q65JEE Main 2024 Apr 8 Shift 2Medium

Match List - I with List - II.

Figure β€” described from the original paper

List-I shows four benzene-ring reactions and List-II shows four products as structures

List - I (Reactions) :

(A) Aniline β†’(i)Β NaNO2+HCl;Β (ii)Β H2O,Β warm\xrightarrow{\text{(i) } \mathrm{NaNO_2 + HCl} \text{; (ii) } \mathrm{H_2O}, \text{ warm}}

(B) Phenol β†’Na2Cr2O7,Β H2SO4\xrightarrow{\mathrm{Na_2Cr_2O_7,\ H_2SO_4}}

(C) Phenol β†’(i)Β CHCl3+aqΒ NaOH;Β (ii)Β H+\xrightarrow{\text{(i) } \mathrm{CHCl_3 + aq\ NaOH} \text{; (ii) } \mathrm{H^+}}

(D) Phenol β†’(i)Β NaOH;Β (ii)Β CO2;Β (iii)Β H+\xrightarrow{\text{(i) } \mathrm{NaOH} \text{; (ii) } \mathrm{CO_2} \text{; (iii) } \mathrm{H^+}}

List - II (Products) :

(I) 2-hydroxybenzaldehyde (salicylaldehyde)

(II) phenol

(III) 2-hydroxybenzoic acid (salicylic acid)

(IV) benzoquinone (cyclohexa-2,5-diene-1,4-dione)

Choose the correct answer from the options given below :

  1. A

    (A)-(I), (B)-(IV), (C)-(II), (D)-(III)

  2. B

    (A)-(III), (B)-(II), (C)-(I), (D)-(IV)

  3. C

    (A)-(II), (B)-(IV), (C)-(I), (D)-(III)

  4. D

    (A)-(IV), (B)-(II), (C)-(III), (D)-(I)

Show answer

Correct option: C

Q66JEE Main 2024 Apr 8 Shift 2Easy

Which one the following compounds will readily react with dilute NaOH ?

  1. A

    C6H5OH\mathrm{C_6H_5OH}

  2. B

    C6H5CH2OH\mathrm{C_6H_5CH_2OH}

  3. C

    (CH3)3COH\mathrm{(CH_3)_3COH}

  4. D

    C2H5OH\mathrm{C_2H_5OH}

Show answer

Correct option: A

Q67JEE Main 2024 Apr 8 Shift 2MediumNumerical

Two moles of benzaldehyde and one mole of acetone under alkaline conditions using aqueous NaOH after heating gives xx as the major product. The number of Ο€\pi bonds in the product xx is ________.

Show answer

Answer: 9

Q68JEE Main 2024 Apr 9 Shift 1Medium
Figure β€” described from the original paper

benzene + succinic anhydride β†’AlCl3\xrightarrow{\mathrm{AlCl_3}} A $\xrightarrow[\mathrm{HCl}

{\mathrm{Zn{-}Hg}}B B \xrightarrow{\text{Conc. } \mathrm{H_2SO_4}}$ C]*

What is the structure of C ?

  1. A
    Figure β€” described from the original paper

    1-tetralone (3,4-dihydronaphthalen-1(2H)-one) β€” benzene ring fused to cyclohexanone with C=O adjacent to the ring fusion

  2. B
    Figure β€” described from the original paper

    2-tetralone (3,4-dihydronaphthalen-2(1H)-one) β€” benzene ring fused to cyclohexanone with C=O one carbon away from the ring fusion

  3. C
    Figure β€” described from the original paper

    C6H5βˆ’COβˆ’CH2βˆ’CH2βˆ’COOH\mathrm{C_6H_5{-}CO{-}CH_2{-}CH_2{-}COOH} (4-oxo-4-phenylbutanoic acid)

  4. D
    Figure β€” described from the original paper

    C6H5βˆ’CH2βˆ’CH2βˆ’CH2βˆ’COOH\mathrm{C_6H_5{-}CH_2{-}CH_2{-}CH_2{-}COOH} (4-phenylbutanoic acid)

Show answer

Correct option: A

Q69JEE Main 2024 Apr 9 Shift 1Medium

Identify major product "X" formed in the following reaction :

C6H6β†’AnhydrousΒ AlCl3/CuClCO,Β HClXΒ (MajorΒ Product)\mathrm{C_6H_6 \xrightarrow[\text{Anhydrous } AlCl_3/CuCl]{CO,\ HCl} X\ (Major\ Product)}

  1. A
    Figure β€” described from the original paper

    benzoyl chloride, C6H5COCl\mathrm{C_6H_5COCl}

  2. B
    Figure β€” described from the original paper

    benzyl chloride, C6H5CH2Cl\mathrm{C_6H_5CH_2Cl}

  3. C
    Figure β€” described from the original paper

    benzaldehyde, C6H5CHO\mathrm{C_6H_5CHO}

  4. D
    Figure β€” described from the original paper

    benzophenone, C6H5COC6H5\mathrm{C_6H_5COC_6H_5}

Show answer

Correct option: C

Q70JEE Main 2024 Apr 9 Shift 1Medium

Identify the product A and product B in the following set of reactions.

CH3βˆ’CH=CH2β†’H2O,Β H+majorΒ ProductΒ A\mathrm{CH_3{-}CH{=}CH_2 \xrightarrow{H_2O,\ H^+} major\ Product\ A} CH3βˆ’CH=CH2β†’H2O,Β H2O2,Β OΛ‰H(BH3)2majorΒ ProductΒ B\mathrm{CH_3{-}CH{=}CH_2 \xrightarrow[H_2O,\ H_2O_2,\ \bar{O}H]{(BH_3)_2} major\ Product\ B}

  1. A

    A - CH3CH2CH2βˆ’OH\mathrm{CH_3CH_2CH_2{-}OH} ; B - CH3CH2CH2βˆ’OH\mathrm{CH_3CH_2CH_2{-}OH}

  2. B

    A - CH3C∣OHHCH3\mathrm{CH_3\overset{\displaystyle OH}{\underset{\displaystyle |}{C}}HCH_3} (propan-2-ol) ; B - CH3CH2CH2βˆ’OH\mathrm{CH_3CH_2CH_2{-}OH}

  3. C

    A - CH3CH2CH2βˆ’OH\mathrm{CH_3CH_2CH_2{-}OH} ; B - CH3CH(OH)CH3\mathrm{CH_3CH(OH)CH_3} (propan-2-ol)

  4. D

    A - CH3CH2CH3\mathrm{CH_3CH_2CH_3} ; B - CH3CH2CH3\mathrm{CH_3CH_2CH_3}

Show answer

Correct option: B

Q71JEE Main 2024 Apr 9 Shift 1Medium

For the given compounds, the correct order of increasing pKa\mathrm{pK_a} value : (A)

Figure β€” described from the original paper

phenol

(B)

Figure β€” described from the original paper

4-nitrophenol (O2N\mathrm{O_2N} para to OH\mathrm{OH})

(C)

Figure β€” described from the original paper

3-methoxyphenol (OCH3\mathrm{OCH_3} meta to OH\mathrm{OH})

(D)

Figure β€” described from the original paper

3-nitrophenol (NO2\mathrm{NO_2} meta to OH\mathrm{OH})

(E)

Figure β€” described from the original paper

4-methoxyphenol (OCH3\mathrm{OCH_3} para to OH\mathrm{OH})

Choose the correct answer from the options given below :

  1. A

    (E) < (D) < (C) < (B) < (A)

  2. B

    (E) < (D) < (B) < (A) < (C)

  3. C

    (B) < (D) < (A) < (C) < (E)

  4. D

    (D) < (E) < (C) < (B) < (A)

Show answer

Correct option: C

Q72JEE Main 2024 Apr 9 Shift 2Easy

Which of the following compounds will give silver mirror with ammoniacal silver nitrate?

A. Formic acid B. Formaldehyde C. Benzaldehyde D. Acetone

Choose the correct answer from the options given below :

  1. A

    A only

  2. B

    B and C only

  3. C

    C and D only

  4. D

    A, B and C only

Show answer

Correct option: D

Q73JEE Main 2024 Apr 9 Shift 2Medium

Which of the following compound can give positive iodoform test when treated with aqueous KOH solution followed by potassium hypoiodite.

  1. A

    CH3CH2βˆ’C(=O)βˆ’CH2CH3\mathrm{CH_3CH_2-C(=O)-CH_2CH_3}

  2. B
    Structure β€” described from the original paper

    CH3CH2βˆ’CHβˆ’CH2\mathrm{CH_3CH_2-CH-CH_2} with an epoxide oxygen bridging the last two carbons (1,2-epoxybutane)

  3. C

    CH3CH2βˆ’CCl2βˆ’CH3\mathrm{CH_3CH_2-CCl_2-CH_3}

  4. D

    CH3CH2CH2CHO\mathrm{CH_3CH_2CH_2CHO}

Show answer

Correct option: C

Q74JEE Main 2024 Apr 9 Shift 2Hard

Major product of the following reaction is

Figure β€” described from the original paper

benzene ring with CN at one position and CO2CH3\mathrm{CO_2CH_3} para to it (methyl 4-cyanobenzoate)

β†’(ii)Β H3O+(i)Β CH3MgBrΒ (excess)\xrightarrow[\text{(ii) } \mathrm{H_3O^+}]{\text{(i) } \mathrm{CH_3MgBr\ (excess)}}

  1. A
    Structure β€” described from the original paper

    benzene ring with CN and C(=O)CH3\mathrm{C(=O)CH_3} para to each other (4-acetylbenzonitrile)

  2. B
    Structure β€” described from the original paper

    benzene ring with CN and C(CH3)2OH\mathrm{C(CH_3)_2OH} para to each other

  3. C
    Structure β€” described from the original paper

    benzene ring with C(=O)CH3\mathrm{C(=O)CH_3} and CO2CH3\mathrm{CO_2CH_3} para to each other

  4. D
    Structure β€” described from the original paper

    benzene ring with C(=O)CH3\mathrm{C(=O)CH_3} and C(CH3)2OH\mathrm{C(CH_3)_2OH} para to each other

Show answer

Correct option: D

Q75JEE Main 2024 Feb 1 Shift 1Medium

Match List - I with List - II.

List - I (Reactions) List - II (Reagents)
(A) CH3(CH2)5Cβˆ₯OOβ€‰β£βˆ’OC2H5⟢CH3(CH2)5CHO\mathrm{CH_3(CH_2)_5\overset{\displaystyle O}{\underset{\phantom{O}}{\overset{\|}{C}}}\!-OC_2H_5 \longrightarrow CH_3(CH_2)_5CHO} (I) CH3MgBr,Β H2O\mathrm{CH_3MgBr,\ H_2O}
(B) C6H5COC6H5β†’C6H5CH2C6H5\mathrm{C_6H_5COC_6H_5 \rightarrow C_6H_5CH_2C_6H_5} (II) Zn(Hg)\mathrm{Zn(Hg)} and conc. HCl\mathrm{HCl}
(C) C6H5CHO→C6H5CH(OH)CH3\mathrm{C_6H_5CHO \rightarrow C_6H_5CH(OH)CH_3} (III) NaBH4, H+\mathrm{NaBH_4,\ H^+}
(D) CH3COCH2COOC2H5β†’CH3CH(OH)CH2COOC2H5\mathrm{CH_3COCH_2COOC_2H_5 \rightarrow CH_3\underset{\displaystyle H}{C}(OH)CH_2COOC_2H_5} (IV) DIBAL-H, H2O\mathrm{H_2O}

Choose the correct answer from the options given below :

  1. A

    (A)-(III), (B)-(IV), (C)-(II), (D)-(I)

  2. B

    (A)-(IV), (B)-(II), (C)-(I), (D)-(III)

  3. C

    (A)-(IV), (B)-(II), (C)-(III), (D)-(I)

  4. D

    (A)-(III), (B)-(IV), (C)-(I), (D)-(II)

Show answer

Correct option: B

Q76JEE Main 2024 Feb 1 Shift 2Medium

Match List - I with List - II.

List - I (Reactants) List - II (Product)
(A) Phenol, Zn/Ξ”\mathrm{Zn}/\Delta (I) Salicylaldehyde
(B) Phenol, CHCl3\mathrm{CHCl_3}, NaOH, HCl (II) Salicylic acid
(C) Phenol, CO2\mathrm{CO_2}, NaOH, HCl (III) Benzene
(D) Phenol, Conc. HNO3\mathrm{HNO_3} (IV) Picric acid

Choose the correct answer from the options given below :

  1. A

    (A)-(III), (B)-(I), (C)-(II), (D)-(IV)

  2. B

    (A)-(IV), (B)-(I), (C)-(II), (D)-(III)

  3. C

    (A)-(IV), (B)-(II), (C)-(I), (D)-(III)

  4. D

    (A)-(III), (B)-(IV), (C)-(I), (D)-(II)

Show answer

Correct option: A

Q77JEE Main 2024 Feb 1 Shift 2Easy

Which among the followng has highest boiling point ?

  1. A

    CH3CH2CH2CH3\mathrm{CH_3CH_2CH_2CH_3}

  2. B

    H5C2βˆ’Oβˆ’C2H5\mathrm{H_5C_2-O-C_2H_5}

  3. C

    CH3CH2CH2CHO\mathrm{CH_3CH_2CH_2CHO}

  4. D

    CH3CH2CH2CH2βˆ’OH\mathrm{CH_3CH_2CH_2CH_2-OH}

Show answer

Correct option: D

Q78JEE Main 2024 Jan 27 Shift 1Medium

Which of the following has highly acidic hydrogen ?

  1. A
    Structure β€” described from the original paper

    CH3CH2CH2COCH2CH3\mathrm{CH_3CH_2CH_2COCH_2CH_3} (hexan-3-one)

  2. B
    Structure β€” described from the original paper

    CH3COCH2COCH2CH3\mathrm{CH_3COCH_2COCH_2CH_3} (hexane-2,4-dione)

  3. C
    Structure β€” described from the original paper

    CH3COCH2CH2COCH3\mathrm{CH_3COCH_2CH_2COCH_3} (hexane-2,5-dione)

  4. D
    Structure β€” described from the original paper

    CH3COCOCH2CH2CH3\mathrm{CH_3COCOCH_2CH_2CH_3} (hexane-2,3-dione)

Show answer

Correct option: B

Q79JEE Main 2024 Jan 27 Shift 1Medium

Given below are two statements :

Statement (I) : p-nitrophenol is more acidic than m-nitrophenol and o-nitrophenol.

Statement (II) : Ethanol will give immediate turbidity with Lucas reagent.

In the light of the above statements, choose the correct answer from the options given below :

  1. A

    Both Statement I and Statement II are true

  2. B

    Both Statement I and Statement II are false

  3. C

    Statement I is true but Statement II is false

  4. D

    Statement I is false but Statement II is true

Show answer

Correct option: C

Q80JEE Main 2024 Jan 27 Shift 1Medium

The ascending order of acidity of βˆ’OH\mathrm{-OH} group in the following compounds is :

(A) Buβˆ’OH\mathrm{Bu{-}OH}

(B)

Structure β€” described from the original paper

4-nitrophenol, O2Nβˆ’C6H4βˆ’OH\mathrm{O_2N{-}C_6H_4{-}OH} (para)

(C)

Structure β€” described from the original paper

4-methoxyphenol, MeOβˆ’C6H4βˆ’OH\mathrm{MeO{-}C_6H_4{-}OH} (para)

(D)

Structure β€” described from the original paper

phenol, C6H5βˆ’OH\mathrm{C_6H_5{-}OH}

(E)

Structure β€” described from the original paper

2,4-dinitrophenol, phenol with NO2\mathrm{NO_2} groups at ortho and para positions

Choose the correct answer from the options given below :

  1. A

    (A) < (C) < (D) < (B) < (E)

  2. B

    (C) < (D) < (B) < (A) < (E)

  3. C

    (A) < (D) < (C) < (B) < (E)

  4. D

    (C) < (A) < (D) < (B) < (E)

Show answer

Correct option: A

Q81JEE Main 2024 Jan 27 Shift 1Hard

Highest enol content will be shown by :

  1. A
    Structure β€” described from the original paper

    cyclohexane-1,2,3-trione

  2. B
    Structure β€” described from the original paper

    cyclohexane-1,4-dione

  3. C
    Structure β€” described from the original paper

    cyclohexane-1,3,5-trione

  4. D
    Structure β€” described from the original paper

    cyclohexane-1,3-dione

Show answer

Correct option: C

Q82JEE Main 2024 Jan 29 Shift 1Medium

The final product A formed in the following multistep reaction sequence is

Figure β€” described from the original paper

benzene ring bearing a CH=CH2\mathrm{CH{=}CH_2} group (styrene) β†’(i)Β H2O, HβŠ•;Β (ii)Β CrO3;Β (iii)Β H2Nβˆ’NH2, KOH, Heating\xrightarrow{\text{(i) } \mathrm{H_2O},\, \mathrm{H}^{\oplus} \text{; (ii) } \mathrm{CrO_3} \text{; (iii) } \mathrm{H_2N{-}NH_2},\, \mathrm{KOH},\, \text{Heating}} A

  1. A

    Benzene ring with a CH2CH3\mathrm{CH_2CH_3} group (ethylbenzene)

  2. B

    Benzene ring with a CH2βˆ’CH=Nβˆ’NH2\mathrm{CH_2{-}CH{=}N{-}NH_2} group (hydrazone of phenylacetaldehyde)

  3. C

    Benzene ring with a C(CH3)=Nβˆ’NH2\mathrm{C(CH_3){=}N{-}NH_2} group (hydrazone of acetophenone)

  4. D

    Benzene ring with a CH2βˆ’COOH\mathrm{CH_2{-}COOH} group (phenylacetic acid)

Show answer

Correct option: A

Q83JEE Main 2024 Jan 29 Shift 1Medium

The major product(P) in the following reaction is

Figure β€” described from the original paper

benzene ring with OCH2CH3\mathrm{OCH_2CH_3} at one position and CH=CH2\mathrm{CH{=}CH_2} at the meta position $\xrightarrow[\text{Heat}

{\text{con} \cdot \mathrm{HBr},(excess)}$ (P) major product]*

  1. A

    Benzene ring with Br at one position and CH2CH2Br\mathrm{CH_2CH_2Br} at the meta position

  2. B

    Benzene ring with OH at one position and CH2CH2Br\mathrm{CH_2CH_2Br} at the meta position

  3. C

    Benzene ring with OH at one position and Brβˆ’CHβˆ’CH3\mathrm{Br{-}CH{-}CH_3} at the meta position

  4. D

    Benzene ring with Br at one position and Brβˆ’CHβˆ’CH3\mathrm{Br{-}CH{-}CH_3} at the meta position

Show answer

Correct option: C

Q84JEE Main 2024 Jan 29 Shift 1EasyNumerical

∣CH3H ⁣C=Cβ€‰β£βˆ£CH3Hβ†’(ii)Β Zn+H2O(i)Β O3(P)Β Product\mathrm{\underset{H}{\overset{CH_3}{\phantom{|}}}\!C{=}C\!\overset{H}{\underset{CH_3}{\phantom{|}}} \xrightarrow[\text{(ii) } Zn + H_2O]{\text{(i) } O_3} (P)\ \text{Product}}

Figure β€” described from the original paper

but-2-ene, CH3(H)C=C(H)CH3\mathrm{CH_3(H)C{=}C(H)CH_3}, undergoing (i) O3\mathrm{O_3} (ii) Zn+H2O\mathrm{Zn + H_2O} to give product (P)

Consider the given reaction. The total number of oxygen atom/s present per molecule of the product (P) is ______.

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Answer: 1

Q85JEE Main 2024 Jan 29 Shift 1MediumNumerical

From the compounds given below, number of compounds which give positive Fehling's test is ________.

Benzaldehyde, Acetaldehyde, Acetone, Acetophenone, Methanal, 4-nitrobenzaldehyde, cyclohexane carbaldehyde.

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Answer: 3

Q86JEE Main 2024 Jan 30 Shift 1Medium

In the given reactions, identify the reagent A and reagent B.

Figure β€” described from the original paper

toluene (C6H5CH3\mathrm{C_6H_5CH_3}) converted to benzaldehyde (C6H5CHO\mathrm{C_6H_5CHO}) by two routes β€” Route 1: "A" + (CH3CO)2O\mathrm{(CH_3CO)_2O}, 273–283 K β†’\rightarrow [Intermediate

β†’H3O+,Β Ξ”\xrightarrow{\mathrm{H_3O^+},\ \Delta} benzaldehyde; Route 2: "B" + CS2\mathrm{CS_2} β†’\rightarrow [Intermediate] β†’H3O+\xrightarrow{\mathrm{H_3O^+}} benzaldehyde]*

  1. A

    Aβˆ’CrO3Bβˆ’CrO3\mathrm{A{-}CrO_3 \qquad B{-}CrO_3}

  2. B

    Aβˆ’CrO3Bβˆ’CrO2Cl2\mathrm{A{-}CrO_3 \qquad B{-}CrO_2Cl_2}

  3. C

    Aβˆ’CrO2Cl2Bβˆ’CrO3\mathrm{A{-}CrO_2Cl_2 \qquad B{-}CrO_3}

  4. D

    Aβˆ’CrO2Cl2Bβˆ’CrO2Cl2\mathrm{A{-}CrO_2Cl_2 \qquad B{-}CrO_2Cl_2}

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Correct option: B

Q87JEE Main 2024 Jan 30 Shift 1Easy

C6H5COCl→Pd-BaSO4H2C6H5CHO\mathrm{C_6H_5COCl \xrightarrow[\text{Pd-BaSO}_4]{H_2} C_6H_5CHO}

This reduction reaction is known as :

  1. A

    Etard reduction

  2. B

    Wolff-Kishner reduction

  3. C

    Stephen reduction

  4. D

    Rosenmund reduction

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Correct option: D

Q88JEE Main 2024 Jan 30 Shift 1EasyNumerical

The compound formed by the reaction of ethanal with semicarbazide contains ________ number of nitrogen atoms.

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Answer: 3

Q89JEE Main 2024 Jan 30 Shift 2Medium

Salicylaldehyde is synthesized from phenol, when reacted with

  1. A

    CO2\mathrm{CO_2}, NaOH

  2. B
    Figure β€” described from the original paper

    structure of formyl chloride, H–C(=O)–Cl

    HCOCl\mathrm{HCOCl}, NaOH

  3. C

    HCCl3\mathrm{HCCl_3}, NaOH

  4. D

    CCl4\mathrm{CCl_4}, NaOH

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Correct option: C

Q90JEE Main 2024 Jan 30 Shift 2Medium

m-chlorobenzaldehyde on treatment with 50% KOH solution yields

  1. A
    Figure β€” described from the original paper

    benzoin-type product β€” Ar–CH(OH)–C(=O)–Ar with a Cl at the meta position of each ring

  2. B
    Figure β€” described from the original paper

    two molecules of m-hydroxybenzaldehyde (ring with –C(=O)H and OH at meta position)

  3. C
    Figure β€” described from the original paper

    m-chlorobenzoate anion (ring with COOβŠ–\mathrm{COO^\ominus} and Cl) + m-chlorobenzyl alcohol (ring with CH2OH\mathrm{CH_2OH} and Cl)

  4. D
    Figure β€” described from the original paper

    m-hydroxybenzoate anion (ring with COOβŠ–\mathrm{COO^\ominus} and OH) + m-hydroxybenzyl alcohol (ring with CH2OH\mathrm{CH_2OH} and OH)

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Correct option: C

Q91JEE Main 2024 Jan 31 Shift 1Easy

Given below are two statements: One is labelled as Assertion A and the other is labelled as Reason R: Assertion A: pKa\mathrm{pK_a} value of phenol is 10.0 while that of ethanol is 15.9. Reason R: Ethanol is stronger acid than phenol. In the light of the above statements, choose the correct answer from the options given below:

  1. A

    Both A and R are true and R is the correct explanation of A.

  2. B

    Both A and R are true but R is NOT the correct explanation of A.

  3. C

    A is true but R is false.

  4. D

    A is false but R is true.

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Correct option: C

Q92JEE Main 2024 Jan 31 Shift 1Medium

Given below are two statements: One is labelled as Assertion A and the other is labelled as Reason R: Assertion A: Alcohols react both as nucleophiles and electrophiles. Reason R: Alcohols react with active metals such as sodium, potassium and aluminum to yield corresponding alkoxides and liberate hydrogen. In the light of the above statements, choose the correct answer from the options given below:

  1. A

    Both A and R are true and R is the correct explanation of A.

  2. B

    Both A and R are true but R is NOT the correct explanation of A.

  3. C

    A is true but R is false.

  4. D

    A is false but R is true.

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Correct option: B

Q93JEE Main 2024 Jan 31 Shift 1MediumNumerical

The product of the following reaction is P.

Figure β€” described from the original paper

4-hydroxybenzaldehyde (benzene ring with CHO at top and OH at para position) treated with (i) PhMgBr (1 equiv.), (ii) aq. NH4Cl to give P

The number of hydroxyl groups present in the product P is ________.

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Answer: 0

Q94JEE Main 2024 Jan 31 Shift 2Easy

Identify the name reaction.

C6H6β†’Anhyd.Β AlCl3/CuClCO,Β HClC6H5CHO\mathrm{C_6H_6} \xrightarrow[\text{Anhyd. } \mathrm{AlCl_3/CuCl}]{\mathrm{CO,\ HCl}} \mathrm{C_6H_5CHO}

  1. A

    Etard Reaction

  2. B

    Stephen Reaction

  3. C

    Gatterman - Koch Reaction

  4. D

    Rosenmund Reduction

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Correct option: C