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Magazine Chapter 22: Q17P (page 1164)
Show the products of the reactions of these carboxylic acids with before and after hydrolysis.
- pentanoic acid
- phenylacetic acid
- succinic acid
- oxalic acid
Short Answer
Step by step solution
Alpha Bromination of acid
In alpha bromination reaction, a hydrogen atom is replaced with a bromine atom on the alpha carbon of a carboxylic acid.
The product formed from alpha bromination reaction is alpha -bromoacids which are importantly used as synthetic intermediates in various chemical reactions.
Alpha bromination of pentanoic acid
On reacting with bromine (Br2) and phosphorous tribromide (PBr3), Pentanoic acid forms 2-bromo pentanoylbromide, which on hydrolysis forms alpha-bromoacid known as 2-bromopentanoic acid.
Formation of 2-bromopentanoic acid
Alpha bromination of phenylacetic acid
On reacting with bromine (Br2) and phosphorous tribromide (PBr3), phenylacetic acid forms 2-bromo-2-phenyl acetyl bromide, which on hydrolysis forms alpha-bromoacid known as 2-bromo-2-phenylacetic acid.
Formation of 2-bromo-2-phenylaceticacid
Alpha bromination of succinic acid
On reacting with bromine (Br2) and phosphorous tribromide (PBr3), succinic acid forms 3,4-dibromo-4-oxobutanoic acid, which on hydrolysis forms alpha-bromoacid known as 2-bromosuccinic acid.
Formation of 2-bromosuccinic acid
Alpha bromination of oxalic acid
On reacting with bromine (Br2) and phosphorous tribromide (PBr3), oxalic acid forms 2-bromo-2-oxoacetic acid , which on hydrolysis does not forms alpha-bromoacid as there is no alpha hydrogen present in the 2-bromo-2-oxoacetic acid.
No product is formed
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