1. Tardigrade
  2. Question
  3. Chemistry
  4. 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 Error Report

Thank you for reporting, we will resolve it shortly

Back to Question

Q. The compound of molecular formula $C_5H_{10}O(A)$ reacts with Tollen’s reagent to give silver mirror but does not undergo aldol condensation. The compound $A$ is

KEAMKEAM 2014Aldehydes Ketones and Carboxylic Acids

Solution:

Since, the compound reacts with Tollen's reagent so it must contain a $- CHO$ (aldehyde) group. Further, it does not give aldol condensation, it means that in it, $\alpha$ -hydrogen atom(s) is (are) absent. The structure of the given compound is as

image

image

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