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Question

The major product formed in the dehydration of 1butanol by heating with concentrated H2SO4 is _______.

A
trans- 2 - butene
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B
cis- 2- butene
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C
1-butene
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D
1, 3 butadiene
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Solution

The correct option is D 1-butene

Primary alcohols undergo bimolecular elimination (E2 mechanism).

Oxygen donates two electrons to a proton from sulfuric acid H2SO4, forming an alkyloxonium ion. Then the nucleophile HSO4 back-side attacks one adjacent hydrogen and the alkyloxonium ion leaves in a concerted process, making a double bond. There is no rearrangement in bimolecular reactions.

The product is 1Butene

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