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Question

There are two paths to prepare a compound (A) (2−methyl−hex−1en−3−yne). Which of the following statements is correct ?
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A
Path I is feasible.
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B
Path II is feasible.
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C
Both paths are feasible.
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D
Both paths are not feasible.
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Solution

The correct option is B Path II is feasible.
Path II is feasible.
In path I, SN2 reaction is not possible because RX is unreactive vinyl bromide. In Path II, nucleophilic addition reaction is favored- anion CH3CH2CC is a strong nucleophile- to give the product which on dehydration gives compound A.

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