Aldehydes, Ketones and Carboxylic Acids

Sponsor Area

Question
CBSEENCH12011326

Propionic acid with Br2-P yields a dibromo product. Its structure would be

  • CH2Br - CHBr -COOH

  • CH2-Br-CH2-COBr

Solution

D.

Br2 in presence of P attacks on the alpha carbon atom of acid and alpha hydrogen is substituted by bromine.

This reaction is called Hell -Volhard Zelinsky (HVZ) reduction.

Sponsor Area

Question
CBSEENCH12011366

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

  • Clemmensen reduction

  • Cope reduction

  • Dow reduction

  • Wolff- Kishner reduction

Solution

A.

Clemmensen reduction

Clemmensen reduction: Aldehydes and ketones are reduced to the corresponding alkanes by means of amalgamated zinc and HCl
> C=O + 4[H]  → >CH2 + H2O

Question
CBSEENCH11008499

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

  • ethyl butyrate

  • acetoacetic ester

  • methyl acetoacetate

  • ethyl propionate

Solution

B.

acetoacetic ester

On condensation of two moles of ethyl acetate in presence of sodium ethoxide, gives ethyl acetoacetate (ester). This condensation is an example of claisen condensation because it is possible in that ester which has an alpha hydrogen atom.

Question
CBSEENCH12011164

The correct order of decreasing acid strength of trichloroacetic acid (A), trifluoroacetic acid (B), acetic acid (C) and formic acid (D) is 

  • B > A> D > C

  • B  > D > C > A

  • A> B > C  > D

  • A > C > B > D

Solution

A.

B > A> D > C

If an electron withdrawing group (-I showing group) is present, it makes the removal of proton more easy by stabilising the remaining carboxylate ion and thus, makes the acid more acidic. The order of acidity of given compounds is

Question
CBSEENCH12011034

The correct statement regarding a carbonyl compound with a hydrogen atom on its alpha -carbon, is

  • a carbonyl compound with a hydrogen atom on its alpha -carbon rapidly equilibrates with its corresponding enol and this process is known as aldehyde-ketone equilibration.

  • a carbonyl compound with a hydrogen atom on its alpha-carbon rapidly equilibrates with its corresponding enol and this process is known as carbonylation

  • a carbonyl compound with a hydrogen atom on its alpha-carbon rapidly equilibrates with its corresponding enol and this process is known as keto-enol tautomerism

  • a carbonyl compound with a hydrogen atom on its alpha carbon never equilibrates with its corresponding enol

Solution

C.

a carbonyl compound with a hydrogen atom on its alpha-carbon rapidly equilibrates with its corresponding enol and this process is known as keto-enol tautomerism

In keto-enol tautomerism. a carbonyl compound with a hydrogen atom on its alpha -carbon rapidly equilibrates with the corresponding enol.