Aromatic Aldehydes Ketones and Acids - Result Question 11

####13. In the following sequence of reaction,

Toluene $\xrightarrow{KMnO _4} A \xrightarrow{SOCl _2} B \xrightarrow[BaSO _4]{H _2 / Pd} C$

(2017 Main)

The product $C$ is

(a) $C _6 H _5 COOH$

(c) $C _6 H _5 CH _2 OH$

(b) $C _6 H _5 CH _3$

(d) $C _6 H _5 CHO$

(2015 Main)

Show Answer

Answer:

Correct Answer: 13. (d)

Solution:

  1. Toluene undergoes oxidation with $KMnO _4$, forms benzoic acid. In this conversion, alkyl part of toluene converts into carboxylic group. Further, benzoic acid reacts with thionyl chloride $\left(SOCl _2\right)$ to give benzoyl chloride which upon reduction with $H _2 / Pd$ or $BaSO _4$ forms benzaldehyde (Rosenmund reduction) The conversion look like,



NCERT Chapter Video Solution

Dual Pane