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Aldehydes, Ketones and Carboxylic Acids · Question 70

AIPMT 2006MCQMedium📈 Topic in 0% papers+4−1
1

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

Answer

(3) acetoacetic ester

Solution

This is Claisen condensation. C2H5O removes an α-hydrogen of one ester molecule:

CH3COOC2H5 + C2H5O CH2COOC2H5 + C2H5OH

⇒ The carbanion attacks the carbonyl carbon of a second ester molecule and C2H5O is expelled:

CH3COOC2H5 + CH2COOC2H5 CH3COCH2COOC2H5 + C2H5O

Overall: 2CH3COOC2H5 C2H5ONa CH3COCH2COOC2H5 + C2H5OH

∴ The product is ethyl 3-oxobutanoate (ethyl acetoacetate), i.e. acetoacetic ester.

Answer: (3)

AIPMT 2006

Keep practising — Aldehydes, Ketones and Carboxylic Acids

2

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]
AIPMT 2005
3

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

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

A and B in the following reactions are : [figure]

  1. [figure]
  2. [figure]
  3. A = RR'CHCN, B = NaOH
  4. [figure]
AIPMT 2003
5

[figure] In the above reaction product P is

  1. [figure]
  2. [figure]
  3. [figure]
  4. C6H5- O \|C-C6H5
AIPMT 2002
6

In the following reaction product P is R- O \|C-Cl [Pd-BaSO4]H2 P

  1. RCH2OH
  2. RCOOH
  3. RCHO
  4. RCH3
AIPMT 2002
7

[figure] Product 'P' in the above reaction is

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2002
8

First product of the reaction between RCHO and NH2NH2 is

  1. RCH=NNH2
  2. RCH=NH
  3. RCH2NH2
  4. RCON3
AIPMT 2000
9

Benzoic acid may be converted into ethyl benzoate by reaction with :

  1. ethyl alcohol
  2. ethyl alcohol and dry HCl
  3. ethyl chloride
  4. sodium ethoxide.
AIPMT 2000
10

Reduction by LiAlH4 of hydrolysed product of an ester gives

  1. two alcohols
  2. two aldehydes
  3. one acid and one alcohol
  4. two acids.
AIPMT 2000

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