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The major product of the following reaction is: CH3C≡CH (i) DCl (excess) / (ii) D2

1. CH3CD(Cl)CHD(Cl)
2. CH3CD(Cl)CHD(I)
3. CH3CD2CH(Cl)I
4. CH3C(I)(Cl)CHD2

Correct answer: CH3CD(Cl)CHD(Cl)

Solution

The reaction involves the addition of DCl to the alkyne, resulting in the formation of a deuterated vinyl halide. The excess DCl leads to the substitution of both hydrogen atoms with deuterium and chlorine, yielding the product CH3CD(Cl)CHD(Cl), which is the most stable and substituted product.

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