First slide

Alkynes

Question

2-Pentyne can’t be obtained even as minor by the de-hydrohalogenation of the following with fused soda-amide at 200°C

Moderate

A

3,3-dibromopentane
B

2,3-dibromopentane
C

2,2-dibromopentane
D

1,2-dibromopentane

Solution

All the compounds given here can undergo loss of 2 moles of HBr to form 2-pentyne as the major product. But 1,2-Dibromopentane can form only 1-pentyne.

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