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Question
Which of the following orders with regards to the basic strength of substituted aniline is correct?
Which of the following orders with regards to the basic strength of substituted aniline is correct?
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Solution
The correct option is A p - methylaniline > p - chloroaniline > p - aminoacetophenone
The methyl group is a strong electron releasing group. Hence, p - methylaniline is most basic.
Halogens and carbonyl groups are weakly deactivating or weak electron-withdrawing groups.
The order of the ability to withdraw electron density is carbonyl > halogen > alkyl.
The higher the ability of the substituent to withdraw electrons, lower is the basicity of amine.
Hence, the order of basicity is p - methylaniline > p - chloroaniline > p - aminoacetophenone.
The methyl group is a strong electron releasing group. Hence, p - methylaniline is most basic.
Halogens and carbonyl groups are weakly deactivating or weak electron-withdrawing groups.
The order of the ability to withdraw electron density is carbonyl > halogen > alkyl.
The higher the ability of the substituent to withdraw electrons, lower is the basicity of amine.
Hence, the order of basicity is p - methylaniline > p - chloroaniline > p - aminoacetophenone.
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