Engineering
Chemistry
Chemical Reactions of Alcohols
Chemical reactions of ether
Question

The major product of acid catalysed dehydration of 2-methylcyclohexanol and butan -1-ol are respectively ?

1-methylcyclohexence and but - 1-ene

2-methylcyclohexence and but - 2-ene

2-methylcyclohexence and butane

1-methylcyclohexence and but -2-ene.

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Solution
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Dehydration reaction of an alcohol can be represented as:
CH3CH2CH2CH2OHH+ΔCH3CH2CH=CH2But-1-ene
Primary alcohol undergo dehydration via E2 mechanism and secondary and tertiary alcohol undergo dehydration by E1 mechanism via most stable carbocation formation through rearrangement.
For 2-methylcyclohexanol the dehydration product is 1-methylcyclohex-1-ene or 1-methylcyclohexene 
and For Butan-1-ol the dehydration product is But-1-ene.

E1 mechanism in  and  alcohol rearrangement occurs

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