Nucleophilic and Electrophilic Substitution in Aryl Halides
In a reaction...
Question
In a reaction of C6H5Y, the major product (>60%) is m-isomer, so the group Y is
A
−COOH
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B
−NH2
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C
−OH
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D
−Cl
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Solution
The correct option is A−COOH −COOH because it is meta directing group while −NH2,−OH and −Cl are ortho and para directing groups.
−NH2 and −OH are one of the strongest and powerful ortho/para directing group due to the electron donating ability of −NH2. It shows +R effect. Hence they more activating group than others.
−COOH is one of the strongest deactivating group, it reduces the electron density at ortho and para position by -R effect. Hence, it is the strongest meta-directing group than others.
−Cl weak meta directing groups due to -I effect and strong ortho and para directing groups due to +R effect.