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Aldehydes, Ketones and Carboxylic Acids

AIPMT 2008MCQEasyNot asked in last 5 yrs+4−1
Ques. 1AIPMT 2008

The relative reactivities of acyl compounds towards nucleophilic substitution are in the order of

  1. Acid anhydride > Amide > Ester > Acyl chloride
  2. Acyl chloride > Ester > Acid anhydride > Amide
  3. Acyl chloride > Acid anhydride > Ester > Amide
  4. Ester > Acyl chloride > Amide > Acid anhydride.

Answer

(3) Acyl chloride > Acid anhydride > Ester > Amide

Solution

Nucleophilic acyl substitution is easier when the leaving group is a weaker base (better leaving group) and when the group gives less resonance donation to the carbonyl carbon.

The leaving-group order is Cl- (acyl chloride) > RCOO- (acid anhydride) > RO- (ester) > NH2- (amide), and resonance donation to C=O is largest from -NH2, which is why amides are the least reactive.

Acyl chloride > Acid anhydride > Ester > Amide

Answer: (3)

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Ques. 2AIPMT 2008

Acetophenone when reacted with a base, C2H5ONa, yields a stable compound which has the structure

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 3AIPMT 2007

Reduction of aldehydes and ketones into hydrocarbons using zinc amalgam and conc. HCl is called

  1. Cope reduction
  2. Dow reduction
  3. Wolff-Kishner reduction
  4. Clemmensen reduction
Ques. 4AIPMT 2007

The product formed in Aldol condensation is

  1. a beta-hydroxy aldehyde or a beta-hydroxy ketone
  2. an alpha-hydroxy aldehyde or ketone
  3. an alpha, beta unsaturated ester
  4. a beta-hydroxy acid.
Ques. 5AIPMT 2007

Which one of the following on treatment with 50% aqueous sodium hydroxide yields the corresponding alcohol and acid?

  1. C6H5CHO
  2. CH3CH2CH2CHO
  3. CH3- O \|C-CH3
  4. C6H5CH2CHO
Ques. 6AIPMT 2007

Which of the following represents the correct order of the acidity in the given compounds ?

  1. FCH2COOH > CH3COOH > BrCH2COOH > ClCH2COOH
  2. BrCH2COOH > ClCH2COOH > FCH2COOH > CH3COOH
  3. FCH2COOH > ClCH2COOH > BrCH2COOH > CH3COOH
  4. CH3COOH > BrCH2COOH > ClCH2COOH > FCH2COOH
Ques. 7AIPMT 2006

A carbonyl compound reacts with hydrogen cyanide to form cyanohydrin which on hydrolysis forms a racemic mixture of α-hydroxy acid. The carbonyl compound is

  1. formaldehyde
  2. acetaldehyde
  3. acetone
  4. diethyl ketone
Ques. 8AIPMT 2006

Nucleophilic addition reaction will be most favoured in

  1. CH3CHO
  2. CH3-CH2-CH2- O \|C-CH3
  3. (CH3)2C=O
  4. CH3CH2CHO
Ques. 9AIPMT 2006

Self condensation of two moles of ethyl acetate in presence of sodium ethoxide yields

  1. ethyl propionate
  2. ethyl butyrate
  3. acetoacetic ester
  4. methyl acetoacetate
Ques. 10AIPMT 2005

In a set of reactions acetic acid yielded a product D. CH3COOH SOCl2 A [anhy. AlCl3]benzene B HCN C HOH D The structure of D would be

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 11AIPMT 2003

When m-chlorobenzaldehyde is treated with 50% KOH solution, the product(s) obtained is (are)

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]

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