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JEE Advanced levelSingle correct optionDifficulty 3 of 3o2158

1,3-Dimethoxybenzene is treated with and anhydrous . The major product is

  1. A1-(3,5-dimethoxyphenyl)ethanone
  2. B1-(2,4-dimethoxyphenyl)ethanone
  3. C3-methoxyphenyl ethanoate
  4. D1-(2,6-dimethoxyphenyl)ethanone

Answer: B

Both methoxy groups direct to positions 2, 4 and 6. Position 4 (equivalent to 6) is ortho to one OCH3 and para to the other, so both reinforce there and it is not crowded. Position 2 lies between the two methoxy groups and is hindered for the bulky acylium ion. Position 5 is meta to both and is not activated.
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