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Question
Convert the following:
Propan-1-ol to 2-Bromopropanoic acid
Solution
Firstly Propan-1-ol is converted into propanoic acid by oxidizing in presence of alkaline KMnO4 and then by using Red Phosphorous/NaOH and Bromine gas is further converted into 2-Bromopropanoic acid.
\[\begin{array}{cc}
\phantom{..............}\ce{O}\\
\phantom{..............}||\\
\phantom{}\ce{CH3 - \underset{Propan-1-ol}{CH2 - CH2} - OH ->[alkaline KMnO4] CH3 - \underset{Propanoic acid}{CH2 - C - OH} + Br2 ->[red P][NaOH] CH3 - CH - COOH}\\
\phantom{......................................................................}|\\
\phantom{.......................................................................}\ce{\underset{2-Bromopropanoic acid}{Br}}
\end{array}\]
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Assertion (A): Acetic acid but not formic acid, can be halogenated in the presence of red P and Cl2.
Reason (R): Acetic acid is a weaker acid than formic acid.