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. (b,d)
Solution:
- 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,
