Organic Compounds Containing Oxygen — JEE Main PYQs

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

[Molar mass of '$x$' is 58 g mol$^{-1}$]

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: skeletal structure of (X) — an unsymmetrical vinyl ether, $\mathrm{CH_3{-}CH{=}CH{-}O{-}C(CH_3){=}CH_2}$ (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 $\mathrm{NaHCO_3}$.

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 :

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

[Figure: nine structures — (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]

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

Benzene $\xrightarrow{\text{(i) } \mathrm{CH_3Cl}/\text{anhydrous } \mathrm{AlCl_3};\ \text{(ii) } \mathrm{Cl_2/FeCl_3};\ \text{(iii) } \mathrm{K_2Cr_2O_7/H_2SO_4}}$ (X) Major Product

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

The descending order of acidity among the following compounds is:

[Figure: structures — A. phenol; B. 4-nitrophenol ($\mathrm{O_2N}$ substituted phenol); C. 4-methoxyphenol ($\mathrm{H_3CO}$ substituted phenol); D. 4-nitrobenzoic acid ($\mathrm{O_2N}$ substituted benzoic acid); E. benzoic acid]

Choose the correct answer from the options given below:

Consider compounds A, B and C with following structural formulae

A = $\mathrm{CH_3-CH_2-CH_2-CH_2-CH_2-OH}$ B = $\mathrm{CH_2{=}CH-CH_2-CH_2-CH_3}$ C = $\mathrm{HO-CH_2-CH_2-CH(OH)-CH_3}$

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 ________.

One mole of phenol is treated with dilute $\mathrm{HNO_3}$ 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 ________ $\times 10^{-1}$ %

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

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

[Figure: skeletal structure of propanenitrile, $\mathrm{CH_3CH_2-C\equiv N}$]

$\mathrm{CH_3CH_2-C\equiv N} \xrightarrow[\text{(iii) } \mathrm{Cl_2}/\text{Red P; (iv) } \mathrm{H_2O}]{\text{(i) } \mathrm{OH^-/H_2O/\Delta}\text{; (ii) } \mathrm{H_3O^+}} \mathrm{P}\ \text{(Major product)}$

Given below are two statements :

Statement I : The condensation reaction between $\mathrm{CH_3-CH{=}O}$ and $\mathrm{H_2N{-}NH{-}C({=}O){-}NH_2}$ under optimum pH will produce $\mathrm{CH_3-CH{=}N{-}C({=}O){-}NH{-}NH_2}$

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

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

Consider the following sequence of reactions

$\mathrm{(CH_3)_3C{-}OH} \xrightarrow[\text{(ii) } \mathrm{H^+},\ \mathrm{PhCOOH}]{\text{(i) } \mathrm{Cu}/573\ \mathrm{K}} \mathrm{P}$

The major product P is:

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 ____ $\times 10^{-2}$. (Nearest Integer)

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

'$x$' 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. '$y$' 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 '$x$' and '$y$' in the presence of barium hydroxide followed by heating is :

Consider the following reaction.

[Figure: Benzyl phenyl ether, $\mathrm{C_6H_5{-}O{-}CH_2{-}C_6H_5}$] $+ \mathrm{HI} \rightarrow$ 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 $-\mathrm{O{-}CH_2}-$ bond is cleaved to give the product.

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

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

Consider the following molecules :

(p) $\mathrm{CH_3-CH_2-\overset{\overset{O}{\|}}{C}-Cl}$ (q) $\mathrm{CH_3-CH_2-\overset{\overset{O}{\|}}{C}-O-\overset{\overset{O}{\|}}{C}-CH_3}$

(r) $\mathrm{CH_3-CH_2-\overset{\overset{O}{\|}}{C}-O-CH_2-CH_3}$ (s) $\mathrm{CH_3-CH_2-\overset{\overset{O}{\|}}{C}-NH_2}$

The correct order of rate of hydrolysis is :

Given below are two statements :

Statement (I) : Vanillin [Figure: 4-hydroxy-3-methoxybenzaldehyde structure] will react with NaOH and also with Tollen's reagent.

Statement (II) : Vanillin [Figure: 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 :

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

(A) $\mathrm{R{-}C{\equiv}N \xrightarrow[\text{mild condition}]{\text{(i) } H^{+}/H_2O}}$

(B) $\mathrm{R{-}MgX \xrightarrow{\text{(i) } CO_2 \text{ (ii) } H_3O^{+}}}$

(C) $\mathrm{R{-}C{\equiv}N \xrightarrow{\text{(i) } SnCl_2/HCl \text{ (ii) } H_3O^{+}}}$

(D) $\mathrm{R{\cdot}CH_2{\cdot}OH \xrightarrow{\text{PCC}}}$

(E) $\mathrm{C_6H_5{-}COCl \xrightarrow{\text{(i) } H_2|Pd\text{-}BaSO_4 \text{ (ii) } Br_2 \text{ water}}}$ [Figure: benzoyl chloride shown as benzene ring bearing a COCl group]

Choose the correct answer from the options given below :

The least acidic compound, among the following is:

[Figure: (A) 3-ethoxyphenol (benzene ring with OEt and OH meta to each other); (B) benzenesulfonic acid ($\mathrm{C_6H_5SO_3H}$); (C) butanoic acid ($\mathrm{CH_3CH_2CH_2COOH}$); (D) ethyl propiolate ($\mathrm{EtO_2C{-}C{\equiv}C{-}H}$)]

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

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

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

$$\mathrm{Ph{-}\overset{\displaystyle O}{\overset{\|}{C}}{-}\overset{\displaystyle O}{\overset{\|}{C}}{-}H} \xrightarrow[\Delta]{\mathrm{KOH}} \underset{\text{Major Product}}{\mathrm{P}}$$

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

(A) $\mathrm{CH_3-\underset{\underset{\displaystyle \mathrm{OH}}{|}}{CH}-C_2H_5}$

(B) $\mathrm{CH_3-CH_2-CH_2-OH}$

(C) $\mathrm{CH_3-CO-C_2H_5}$

(D) $\mathrm{CH_3-COOH}$

(E) $\mathrm{CH_3-CH_2-CHO}$

Choose the correct answer from the options given below :

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 $140°\mathrm{C}$ yields an inhalable anesthetic "D". Identify "A", "B", "C" & "D", respectively :

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

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

"P" is an optically active compound with molecular formula $\mathrm{C_6H_{12}O}$. 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".

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

$$\mathrm{Ph-CO-CH_3} \xrightarrow[\Delta]{\mathrm{PCl_5}} A \xrightarrow{\mathrm{3\ eq.\ NaNH_2/NH_3}} B \xrightarrow{\text{Acidify}} C \xrightarrow{\substack{1.\ \mathrm{B_2H_6} \\ 2.\ \mathrm{H_2O_2/OH^-}}} D$$

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

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

(iso–Bu $\Rightarrow$ isobutyl, sec–Bu $\Rightarrow$ sec-butyl, nPr $\Rightarrow$ n–propyl, $^t$Bu $\Rightarrow$ tert–butyl, Et $\Rightarrow$ ethyl)

When [Figure: keto-aldehyde $\mathrm{CH_3CO(CH_2)_4CHO}$ (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 :

The compounds which give positive Fehling's test are :

(A) [Figure: benzaldehyde, $\mathrm{C_6H_5-CHO}$] (B) [Figure: acetophenone, $\mathrm{C_6H_5-CO-CH_3}$] (C) $\mathrm{HOCH_2-CO-(CHOH)_3-CH_2-OH}$ (D) $\mathrm{CH_3-CHO}$ (E) [Figure: phenylacetaldehyde, $\mathrm{C_6H_5-CH_2-CHO}$]

Choose the correct answer from the options given below :

Toluene (excess) $\xrightarrow{\text{(i) } \mathrm{CrO_2Cl_2,\ CS_2}\ \text{(ii) } \mathrm{H_3O^+}\ \text{(iii) } \mathrm{NaHSO_3}}$ Filter $\longrightarrow$ Residue (A)

Residue (A) $+$ HCl(dil) $\rightarrow$ Compound (B)

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

[A] and [B]

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

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

The major product of the following reaction is:

$$\mathrm{CH_3CH_2CH{=}O} \xrightarrow[\text{reflux}]{\substack{\text{excess HCHO} \\ \text{alkali}}} ?$$

Consider the following reaction

$$\mathrm{R{-}\overset{\overset{\textstyle O}{\|}}{C}{-}R} + H_2O \underset{}{\overset{K}{\rightleftharpoons}} \mathrm{R{-}\underset{\underset{\textstyle OH}{|}}{\overset{\overset{\textstyle OH}{|}}{C}}{-}R}$$

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

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

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

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

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

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 :

Aman has been asked to synthesise the molecule [Figure: 1-(cyclopent-1-en-1-yl)ethan-1-one — a cyclopentene ring bearing a $\mathrm{-C(=O)-CH_3}$ 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":

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

The product (A) formed in the following reaction sequence is $$\mathrm{CH_3-C\equiv CH \xrightarrow[\text{iii) } H_2/Ni]{\text{i) } Hg^{2+},\ H_2SO_4\ \ \text{ii) } HCN} (A)}$$

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 :

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: "R" = 1-(2-methylcyclopent-1-en-1-yl)ethan-1-one — a cyclopentene ring bearing a $\mathrm{COCH_3}$ group at C1 and a $\mathrm{CH_3}$ group at C2]

The structure of ("P") is

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:

Given below are two statements :

Statements I : Acidity of α-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 :

Identify the product in the following reaction :

[Figure: 3-acetylbenzaldehyde — a benzene ring bearing a $\mathrm{-CHO}$ group and a $\mathrm{-COCH_3}$ group at meta positions]

$$\xrightarrow[\mathrm{HCl}]{\mathrm{Zn-Hg}} \text{Product}$$

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

[Figure: four reaction schemes]

(A) benzene $+$ benzoyl chloride ($\mathrm{C_6H_5COCl}$) $\xrightarrow{\text{Anhyd.}\mathrm{AlCl_3}}$ diphenylmethane ($\mathrm{C_6H_5CH_2C_6H_5}$)

(B) benzoyl chloride ($\mathrm{C_6H_5COCl}$) $\xrightarrow[\mathrm{Pd-BaSO_4}]{\mathrm{H_2}}$ benzoic acid ($\mathrm{C_6H_5COOH}$)

(C) benzene $\xrightarrow[\text{Anhyd.}\mathrm{AlCl_3/CuCl}]{\mathrm{CO, HCl}}$ benzaldehyde ($\mathrm{C_6H_5CHO}$)

(D) benzamide ($\mathrm{C_6H_5CONH_2}$) $\xrightarrow[\Delta]{\mathrm{H_3O^+}}$ aniline ($\mathrm{C_6H_5NH_2}$)

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

$$\mathrm{CH_3-CH_2-CH_2-Br + NaOH \xrightarrow{C_2H_5OH} Product\ 'A'}$$

Product A $\xrightarrow[\mathrm{H^+}]{\mathrm{H_2O}}$ Product "B"

Product A $\xrightarrow[\mathrm{H_2O/H_2O_2/\overline{O}H}]{\text{Diborane}}$ Product "C"

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

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

For the Compounds :

(A) $\mathrm{H_3C{-}CH_2{-}O{-}CH_2{-}CH_2{-}CH_3}$ (B) $\mathrm{H_3C{-}CH_2{-}CH_2{-}CH_2{-}CH_3}$ (C) $\mathrm{CH_3{-}CH_2{-}CO{-}CH_2{-}CH_3}$ (D) $\mathrm{H_3C{-}CH(OH){-}CH_2{-}CH_2{-}CH_3}$

The increasing order of boiling point is :

Choose the correct answer from the options given below :

Given below are two statement :

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

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

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

Identify compound (Z) in the following reaction sequence.

[Figure: chlorobenzene (benzene ring with Cl) as starting material]

$\mathrm{C_6H_5Cl + NaOH \xrightarrow[300~atm]{623~K} X \xrightarrow{HCl} Y \xrightarrow{Conc.~HNO_3} Z}$

Identify 'A' in the following reaction :

[Figure: butan-2-one structure]

$\mathrm{CH_3{-}CO{-}CH_2{-}CH_3 \xrightarrow{(i)~N_2H_4~;~(ii)~ethylene~glycol/KOH} 'A'}$

Consider the given chemical reaction sequence :

[Figure: phenol (benzene ring with OH) as starting material]

$\mathrm{Phenol \xrightarrow{Conc.~H_2SO_4} Product~A \xrightarrow{Conc.~HNO_3} Product~B}$

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

Identify A and B in the given chemical reaction sequence :

[Figure: benzene $\xrightarrow{\text{succinic anhydride, } \mathrm{AlCl_3}}$ A $\xrightarrow[\mathrm{HCl}]{\mathrm{Zn-Hg}}$ B $\xrightarrow{\mathrm{H^+}}$ 3,4-dihydronaphthalen-1(2H)-one ($\alpha$-tetralone)]

$$\mathrm{CH_3CH_2{-}OH} \xrightarrow[\substack{\text{(ii) } \mathrm{KMnO_4} \\ \text{(iii) } \mathrm{NaOH, CaO, \Delta}}]{\text{(i) Jone's Reagent}} \mathrm{P}$$

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

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)

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. $\mathrm{HNO_3}$ to get picric acid.

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

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

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

Consider the given reaction, identify the major product P.

$$\mathrm{CH_3{-}COOH} \xrightarrow{\substack{\text{(i) } \mathrm{LiAlH_4}\ \ \text{(ii) PCC}\ \ \text{(iii) } \mathrm{HCN/\bar{O}H} \\ \text{(iv) } \mathrm{H_2O/\bar{O}H},\ \Delta}} \text{"P"}$$

The major products formed :

[Figure: benzene ring with $\mathrm{OCH_3}$ group (anisole)] $\xrightarrow{\mathrm{HNO_3,\ H_2SO_4}}$ 'A' $\xrightarrow[\mathrm{Fe}]{\mathrm{Br_2\ (excess)}}$ 'B'

A and B respectively are :

[Figure: benzene ring with $\mathrm{OC_2H_5}$ group (ethoxybenzene)] $\xrightarrow{\mathrm{HNO_3,\ H_2SO_4}}$ P (major product) $\xrightarrow{\mathrm{2Br_2,\ Fe}}$ Q (major product)

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

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

[Figure: 1-methylcyclohexan-1-ol (cyclohexane ring with CH3 and OH on the same carbon); with $\mathrm{Conc.\ H_2SO_4,\ \Delta}$ it gives A, and with $\mathrm{CH_3COCl}$/Pyridine it gives B]

Identify the product (P) in the following reaction:

[Figure: cyclopentane ring bearing COOH] $\xrightarrow{\text{i) } \mathrm{Br_2}/\text{Red P, ii) } \mathrm{H_2O}}$ (P)

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

$\mathrm{CH_3CH_2COOH}$, $\mathrm{CH_3COOH}$, $\mathrm{CH_3CH_2CH_2COOH}$, $\mathrm{HCOOH}$

Match List - I with List - II.

[Figure: List-I shows four benzene-ring reactions and List-II shows four products as structures]

List - I (Reactions) :

(A) Aniline $\xrightarrow{\text{(i) } \mathrm{NaNO_2 + HCl} \text{; (ii) } \mathrm{H_2O}, \text{ warm}}$

(B) Phenol $\xrightarrow{\mathrm{Na_2Cr_2O_7,\ H_2SO_4}}$

(C) Phenol $\xrightarrow{\text{(i) } \mathrm{CHCl_3 + aq\ NaOH} \text{; (ii) } \mathrm{H^+}}$

(D) Phenol $\xrightarrow{\text{(i) } \mathrm{NaOH} \text{; (ii) } \mathrm{CO_2} \text{; (iii) } \mathrm{H^+}}$

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 :

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

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

[Figure: benzene + succinic anhydride $\xrightarrow{\mathrm{AlCl_3}}$ A $\xrightarrow[\mathrm{HCl}]{\mathrm{Zn{-}Hg}}$ B $\xrightarrow{\text{Conc. } \mathrm{H_2SO_4}}$ C]

What is the structure of C ?

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

$$\mathrm{C_6H_6 \xrightarrow[\text{Anhydrous } AlCl_3/CuCl]{CO,\ HCl} X\ (Major\ Product)}$$

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

$$\mathrm{CH_3{-}CH{=}CH_2 \xrightarrow{H_2O,\ H^+} major\ Product\ A}$$ $$\mathrm{CH_3{-}CH{=}CH_2 \xrightarrow[H_2O,\ H_2O_2,\ \bar{O}H]{(BH_3)_2} major\ Product\ B}$$