Aldehydes, Ketones and Carboxylic Acids
Practice Questions
MCQ (Single Correct Answer)
1

Monocyclic compounds $\mathbf{P}, \mathbf{Q}, \mathbf{R}$ and $\mathbf{S}$ are the major products formed in the reaction sequences given below.

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The product having the highest number of unsaturated carbon atom(s) is :

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2

In the following reaction sequence, the major product $\mathbf{Q}$ is

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3

List-I contains various reaction sequences and List-II contains the possible products. Match each entry in List-I with the appropriate entry in List-II and choose the correct option.

List-I List-II
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4
The major products obtained from the reactions in List-II are the reactants for the named reactions mentioned in List-I. Match List-I with List-II and choose the correct option.

List - I List - II
(P) Etard reaction (1) Acetophenone $\stackrel{\mathrm{Zn}-\mathrm{Hg}, \mathrm{HCl}}{\longrightarrow}$
(Q) Gattermann reaction (2) $$ \text { Toluene } \underset{\text { (ii) } \mathrm{SOCl}_2}{\stackrel{\text { (i) } \mathrm{KMnO}_4, \mathrm{KOH}, \Delta}{\longrightarrow}} $$
(R) Gattermann-Koch reaction (3) $$ \text { Benzene } \underset{\text { anhyd. } \mathrm{AlCl}_3}{\stackrel{\mathrm{CH}_3 \mathrm{Cl}}{\longrightarrow}} $$
(S) Rosenmund reduction (4) $$ \text { Aniline } \underset{273-278 \mathrm{~K}}{\stackrel{\mathrm{NaNO}_2 / \mathrm{HCl}}{\longrightarrow}} $$
(5) $$ \text { Phenol } \stackrel{\mathrm{Zn}, \Delta}{\longrightarrow} $$
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5
Which of the following options has correct combination considering List-I and List-II?
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6
Which of the following options has correct combination considering List-I and List-II?
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7
The correct order of acid strength of the following carboxylic acids is

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8
The desired product $$X$$ can be prepared by reacting the major product of the reactions in LIST-I with one or more appropriate reagents in LIST-II (given, order of migratory aptitude: aryl > alkyl > hydrogen)

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The correct option is
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9
An organic acid P $$\left( {{C_{11}}{H_{12}}{O_2}} \right)$$ can easily be oxidized to a dibasic acid which reacts with ethylene glycol to produce a polymer dacron. Upon ozonolysis, P gives an aliphatic ketone as one of the products. P undergoes the following reaction sequences to furnish R via Q. The compound P also undergoes another set of reactions to produce S.

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The compound R is
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10
The compound $$Z$$ is
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11
The compound $$Y$$ is
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12
An organic acid P $$\left( {{C_{11}}{H_{12}}{O_2}} \right)$$ can easily be oxidized to a dibasic acid which reacts with ethylene glycol to produce a polymer dacron. Upon ozonolysis, P gives an aliphatic ketone as one of the products. P undergoes the following reaction sequences to furnish R via Q. The compound P also undergoes another set of reactions to produce S.

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The compound S is
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13
The reactions, $$Q$$ to $$R$$ and $$R$$ to $$S,$$ are
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14
The product $$S$$ is
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15
For the synthesis of benzoic acid, the only CORRECT combination is
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16
The only CORRECT combination in which the reaction proceeds through radical mechanism is :
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17
The only CORRECT combination that gives two different carboxylic acids is :
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18

The correct order of acidity for the following compounds is

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19

The major product of the following reaction sequence is:

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20

The major product in the following reaction is

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21

Different possible thermal decomposition pathways for peroxyesters are shown below. Match each pathway from List I with an appropriate structure from List II and select the correct answer using the code given below the lists.

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22

Compounds formed from P and Q are, respectively,

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23

In the following reaction sequences V and W are, respectively,

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24

The major product H of the given reaction sequence is

$$C{H_3} - C{H_2} - CO - C{H_3}\buildrel {\overline C N} \over \longrightarrow G\mathrel{\mathop{\kern0pt\longrightarrow} \limits_{Heat}^{95\% \,{H_2}S{O_4}}} H$$

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25

The compound that undergoes decarboxylation most readily under mild condition is

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26
The compound I is
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27

The compound K is

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28

The carboxyl functional group ($$-$$COOH) is present in

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29

The number of aldol reactions that occur in the given transformation are

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30

The number of optically active products obtained from the complete ozonolysis of the given compound is ______.

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31

The structure of compound P is

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32

The structure of the compound Q is

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33
The compounds P and Q respectively are :
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34
The compound R is :
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35
The compound S is :
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36

Match each of the compounds given in Column I with the reaction(s), that they can undergo, given in Column II.

Column I Column II
(A) IIT-JEE 2009 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 18 English 1 (P) Nucleophilic substitution
(B) IIT-JEE 2009 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 18 English 2 (Q) Elimination
(C) IIT-JEE 2009 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 18 English 3 (R) Nucleophilic addition
(D) IIT-JEE 2009 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 18 English 4 (S) Esterification with acetic anhydride
(T) Dehydrogenation

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37

The structure of the carbonyl compound P is

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38

The structures of the products Q and R, respectively, are

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39

The structure of the product S is

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40

In the following reaction sequence, the correct structure of E, F and G are :

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41

The structure of the product I is :

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42

The structure of compounds J and K, respectively, are:

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43

The structure of product L is :

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Numerical
1

An organic compound $\mathbf{P}$ having molecular formula $\mathrm{C}_6 \mathrm{H}_6 \mathrm{O}_3$ gives ferric chloride test and does not have intramolecular hydrogen bond. The compound $\mathbf{P}$ reacts with 3 equivalents of $\mathrm{NH}_2 \mathrm{OH}$ to produce oxime $\mathbf{Q}$. Treatment of $\mathbf{P}$ with excess methyl iodide in the presence of $\mathrm{KOH}$ produces compound $\mathbf{R}$ as the major product. Reaction of $\mathbf{R}$ with excess iso-butylmagnesium bromide followed by treatment with $\mathrm{H}_3 \mathrm{O}^{+}$gives compound $\mathbf{S}$ as the major product.

The total number of methyl $\left(-\mathrm{CH}_3\right)$ group(s) in compound $\mathbf{S}$ is ___.

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2
Sum of number of oxygen atoms in $\mathbf{S}$ and $\mathbf{T}$ is _______.
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3
The molecular weight of $\mathbf{U}$ is ______ .
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4

Complete reaction of acetaldehyde with excess formaldehyde, upon heating with conc. $\mathrm{NaOH}$ solution, gives $\mathbf{P}$ and $\mathbf{Q}$. Compound $\mathbf{P}$ does not give Tollens' test, whereas $\mathbf{Q}$ on acidification gives positive Tollens' test. Treatment of $\mathbf{P}$ with excess cyclohexanone in the presence of catalytic amount of $p$-toluenesulfonic acid (PTSA) gives product $\mathbf{R}$.

Sum of the number of methylene groups $\left(-\mathrm{CH}_2-\right)$ and oxygen atoms in $\mathbf{R}$ is __________.

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5
In the reaction given below, the total number of atoms having sp2 hybridization in the major product P is _________.

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6
In the following reaction, compound Q is obtained from compound P via an ionic intermediate

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What is the degree of unsaturation of Q?
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7
In the following reaction sequence, the amount of $$D$$ (in g) formed from $$10$$ moles of acetophenone is ___________.

(Atomic weights in $$g\,mo{l^{ - 1}}:H = 1,C = 12,$$ $$N = 14,O = 16,$$ $$Br = 80.$$. The yield (%) corresponding to the product in each step is given in the parenthesis)

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8

Among the following the number of reactions that produces benzaldehyde is _________.

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9
Consider all possible isomeric ketones including stereoisomers of MW = 100. All these isomers are independently reacted with NaBH4 (Note : stereoisomers are also reacted separately). The total number of ketones that give a racemic product(s) is/are
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10

The total number of carboxylic acid groups is the product P is _________.

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11

In the scheme given below, the total number of intra molecular aldol condensation products formed from Y is ____________.

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12

Amongst the following, the total number of compounds soluble in aqueous NaOH is _________.

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MCQ (More than One Correct Answer)
1
In the following reactions, $\mathbf{P}, \mathbf{Q}, \mathbf{R}$, and $\mathbf{S}$ are the major products.

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The correct statement(s) about $\mathbf{P}, \mathbf{Q}, \mathbf{R}$, and $\mathbf{S}$ is(are) :
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2
In the following reactions, $\mathbf{P}, \mathbf{Q}, \mathbf{R}$, and $\mathbf{S}$ are the major products.

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The correct statement(s) about $\mathbf{P}, \mathbf{Q}, \mathbf{R}$, and $\mathbf{S}$ is(are) :
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3

Considering the reaction sequence given below, the correct statement(s) is(are)

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4
In the reaction scheme shown below Q, R and S are the major products.

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The correct structure of
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5
Choose the correct option(s) for the following reaction sequence

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Consider Q, R and S as major products.
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6
The reaction (s) leading to the formation of $$1,3,5$$-trimethylbenzene is (are)
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7
Compounds $$P$$ and $$R$$ upon ozonolysis produce $$Q$$ and $$S,$$ respectively. The molecular formula of $$Q$$ and $$S$$ is $${C_8}{H_8}O.Q$$ undergoes Canninzzaro reaction but not haloform reaction, whereas $$S$$ undergoes haloform reaction but not Cannizzaro reaction

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The option(s) with suitable combination of $$P$$ and $$R,$$ respectively, is (are)
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8

Reagent(s) which can be used to bring about the following transformation is(are)

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9
Positive Tollen’s test is observed for
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10

The correct statements about of the following reaction sequence is (are)

Cumene (C9H12) $$\mathrel{\mathop{\kern0pt\longrightarrow} \limits_{(ii)\,{H_3}{O^ + }}^{(i)\,{O_2}}} $$ P $$\mathrel{\mathop{\kern0pt\longrightarrow} \limits_{}^{CHC{l_3}/NaOH}} $$ Q (major) + R (minor)

Q $$\mathrel{\mathop{\kern0pt\longrightarrow} \limits_{PhC{H_2}Br}^{NaOH}} $$ S

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11

In the following reactions

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Compound X is

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12

In the following reactions

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The major compound Y is

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13

The major product of the following reaction is

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14

After completion of the reactions (I and II), the organic compound(s) in the reaction mixtures is(are)

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15

With reference to the scheme given, which of the given statement(s) about T, U, V and W is(are) correct?

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16

Identify the binary mixtures that can be separated into individual compounds, by differential extraction, as shown in the given scheme.

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