Organic Compounds Containing Halogens Question 11
Question: $ PhCOCHBr_2\xrightarrow{O{H^{-}}}A\xrightarrow{O{H^{-}}}B\xrightarrow{{H^{+}}}C $ The compound C is -
Options:
A) $ PhCH( OH )CHO $
B) $ PhCH( OH )COOH $
C) $ PhCO\underset{H}{\mathop{\underset{|}{\mathop{C}}}}Br_2 $
D) $ Ph-\underset{O}{\mathop{\underset{||}{\mathop{C}}}}-CH_2-OH $
Show Answer
Answer:
Correct Answer: B
Solution:
[b] In alkaline medium, two bromine atoms are successively replaced so that $−CHBr_2$ group is converted into −CHO group.This is followd by intramolecular cannizzaro reaction in which one carbonyl group is reduced to alcohol and the other carbonyl group is oxidized to acid.
$PhCOCHBr_2OH^−⟶PhCOCH(OH)Br OH^−⟶PhCOCHOB OH^−/H+⟶PhCH(OH)COOHC$
BETA
