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Question

A compound A with the empirical formula C3H6O2 has a fruity smell. It reacts with DIBALH/H2O at ultra low temperatures. After work-up, we get X and Y. X on treating with dilute NaOH forms Z. Z doesn’t have a hydroxyl group and it reacts with (CH3)2CuLi to give M. Z also reacts with CH3MgBr to give N. Based on this passage, answer the following questions:
Which of the following is/are true?

A
M has a carbon-carbon double bond
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B
M is a carbonyl compound
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C
N has a carbon carbon double bond
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D
N is an alochol
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Solution

The correct options are
B M is a carbonyl compound
C N has a carbon carbon double bond
D N is an alochol

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