1 answer

Which intermediate is stabilized more effectively by the nitro group? briefly explain

Question:

which intermediate is stabilized more effectively by the nitro group? briefly explain

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Answers

When nucelophile (methoxide ion) attacks at meta position (in the second reaction as shown in a mechanism) the negative charge on the ring carbon is not delocalised over the nitro group. Whereas, in the first reaction when nucelophile attacks on para position the negatice charge is delocalized over the nitro group. Which makes it more stable intermediate then meta position attakc intermediate.

Hence reaction gives para substitution as a major product.

.

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