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Q. The suitable reagent for the reduction of $ {{C}_{2}}{{H}_{5}}COOH $ into $ {{C}_{3}}{{H}_{7}}OH $ is

VMMC MedicalVMMC Medical 2012

Solution:

$ {{H}_{2}}/ $ catalyst, $ NaB{{H}_{4}} $ and $ Na/{{C}_{2}}{{H}_{5}}OH $ etc., are weak reducing agent, hence these reduce aldehyde, ketone, alkene etc., groups but these cannot reduce carboxylic acid. Hence, -COOH group is reduced to $ -C{{H}_{2}}OH $ group by the reaction of $ B{{H}_{3}}/THF $ and $ {{H}_{3}}{{O}^{+}}. $ $ \underset{\text{propanoic}\,\text{acid}}{\mathop{{{C}_{2}}{{H}_{5}}COOH}}\,\xrightarrow[(ii)\,{{H}_{3}}{{O}^{+}}]{(i)\,B{{H}_{3}}/THF}\underset{\text{propyl}\,\,\text{alcohol}}{\mathop{{{C}_{2}}{{H}_{5}}.C{{H}_{2}}OH}}\, $