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NEET levelSingle correct optionDifficulty 1 of 3hx236

The halide shown is converted to its Grignard reagent with magnesium in dry ether; methanal () is added, followed by aqueous acid work-up. Which structure is the product?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: C

Phenylmagnesium bromide adds to formaldehyde to give the magnesium alkoxide of a primary alcohol; hydrolysis gives benzyl alcohol (phenylmethanol). Benzoic acid would need CO2, 2-phenylethanol would need ethylene oxide, and benzene results from simple protonation.
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