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Q.

Compound 'A' undergoes following sequence of reactions to give compound 'B'. The correct structure and chirality of compound 'B' is:
[where Et is – C2H5
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a

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b

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c

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d

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answer is C.

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Detailed Solution

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Structure and Chirality of Compound B

Sequence of Reactions:

  1. Isopropyl bromide (CH3CHBrCH3) is treated with Mg in ether to form the Grignard reagent (CH3CH(MgBr)CH3).
  2. The Grignard reagent then reacts with D2O, replacing the MgBr group with deuterium (D) to yield 2-deuteropropane (CH3CHDCH3).

Structure:

Product: CH3–CH(D)–CH3 (2-deuteropropane)

Chirality:

The carbon with the deuterium (D) atom has two identical methyl (CH3) groups, one hydrogen (H), and one deuterium (D).
This carbon is not chiral because it does not have four different groups.

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