The compound of molecular formula C5H10O(A) reacts with Tollen’s reagent to give silver mirror but does not undergo aldol condensation. The compound A is

Question

The compound of molecular formula C5H10O(A) reacts with Tollen’s reagent to give silver mirror but does not undergo aldol condensation. The compound A is (A) 3-pentanone (B) 2,2-dimethylpropanal (C) 3-hydroxy-2-pentene (D) 3-methylbutanal

Tardigrade Admin · Accepted Answer

Since, the compound reacts with Tollen's reagent so it must contain a

- C H O

(aldehyde) group. Further, it does not give aldol condensation, it means that in it,

α

-hydrogen atom(s) is (are) absent. The structure of the given compound is as

Thus,

A

is

2, 2

-dimethylpropanal (as it contains a

- C H O

group but no

α

-

H

atom).

Thus, A is 2,2 -dimethylpropanal (as it contains a - CHO group but no α - H atom).

Q. The compound of molecular formula $C_{5} H_{10} O (A)$ reacts with Tollen’s reagent to give silver mirror but does not undergo aldol condensation. The compound $A$ is

3-pentanone

2,2-dimethylpropanal

3-hydroxy-2-pentene

3-methylbutanal

3-methyl-2-butanone