Carboxylic Acids Question 115

Question: $ RCOOH $ on treatment with $ PCl_5 $ and $ KCN, $ is subjected to hydrolysis followed by Clemmensen’s reduction, the product obtained is

[Kerala PMT 2004]

Options:

A) $ RCH_2-COCl $

B) $ RCH_2-COOH $

C) $ RCOCN $

D) $ RCN $

E) $ R-OH $

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Answer:

Correct Answer: B

Solution:

$ RCOOH+PCl_5\to RCOCl+POCl_3+HCl\xrightarrow{KCN} $

$ RCOCN+KCl\xrightarrow{2H_2O}RCOCOOH+2NH_3 $

$ \underset{Zn-Hg/Conc.\ HCl}{\mathop{\xrightarrow{Clemenson\ reduction}}}RCH_2COOH+H_2O $