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JEE Main levelSingle correct optionDifficulty 2 of 3hx238

The halide shown is converted to its Grignard reagent with magnesium in dry ether; ethanal () is added, followed by . Which structure is the product?

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

Answer: A

The cyclopentyl carbanion adds to the aldehyde carbonyl; an aldehyde other than methanal gives a secondary alcohol after hydrolysis: 1-cyclopentylethanol. The ketone would need oxidation, cyclopentanol would need O2, and (cyclopentyl)methanol is the HCHO product.
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