A (C_3H_6O) xrightarrow{NaCN/H_2SO_4} cyanohy | vedclass

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Question

(A) The molecular formula $C_3H_6O$ corresponds to either an aldehyde or a ketone. The reaction with $NaCN/H_2SO_4$ is the formation of a cyanohydrin

Vedclass · Accepted Answer

Propanal $(CH_3CH_2CHO)$

Vedclass · Answer

(A) The molecular formula $C_3H_6O$ corresponds to either an aldehyde or a ketone. The reaction with $NaCN/H_2SO_4$ is the formation of a cyanohydrin from a carbonyl compound.$1$. Propanal $(CH_3CH_2CHO)$ reacts with $HCN$ to form $CH_3CH_2CH(OH)CN$. This molecule has a chiral carbon atom (the carbon attached to $-OH$,$-CN$,$-H$,and $-CH_2CH_3$),making it optically active.$2$. Propanone $(CH_3COCH_3)$ reacts with $HCN$ to form $CH_3C(OH)(CN)CH_3$. This molecule is symmetric and achiral,so it is optically inactive.$3$. Cyclopropanol and oxetane are not carbonyl compounds and do not form cyanohydrins under these conditions.Therefore,the correct structure for $A$ is propanal.

$A$ $(C_3H_6O)$ $\xrightarrow{NaCN/H_2SO_4}$ cyanohydrin of $A$. If the cyanohydrin is optically active,then the possible structure of $A$ is:

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