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Consider the following reaction sequence: 4-Methoxybenzaldehyde HNO ₃ / H ₂ SO ₄ A NH ₂ OH B [ ] SOCl ₂ C The major product 'C' is:

Options

  1. A4-Methoxy-3-nitrobenzonitrile
  2. B4-Methoxy-2-nitrobenzonitrile
  3. C4-Methoxy-3-nitrobenzamide
  4. D4-Hydroxy-3-nitrobenzonitrile

Correct answer

A. 4-Methoxy-3-nitrobenzonitrile

Step-by-step solution

In the first step, nitration of 4-methoxybenzaldehyde takes place. The methoxy group ( -OCH ₃ ) is activating and ortho/para directing, while the aldehyde group ( -CHO ) is deactivating and meta directing. Both groups synergistically direct the incoming electrophile ( NO ₂^+ ) to the position ortho to the methoxy group (which is meta to the aldehyde group). Thus, product A is 4-methoxy-3-nitrobenzaldehyde. In the second step, the aldehyde reacts with hydroxylamine ( NH ₂ OH ) to form an oxime (product B). In the fi

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