First slide

Alkynes

Question

Which among the following will give 3,3–dimethylbut–1–yne on reaction with NaNH2/ $∆$

Moderate

A

1,4–dibromo–3,3–dimethylbutane
B

2,2–dibromo–3,3–dimethylbutane
C

1,2–dibromo–3,3–dimethylbutane
D

Both (2) and (3)

Solution

1,2–dibromo–3,3–dimethylbutane undergo dehydrohalogenation reaction in the presence of ${NaNH}_{2} {in liquid NH}_{3}$ and forms 3,3–dimethyl but–1–yne.
2,2–dibromo–3,3–dimethylbutane undergo dehydrohalogenation reaction in the presence of ${NaNH}_{2} {in liquid NH}_{3}$ and forms 3,3–dimethylbut–1–yne.

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