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Question

Compound A of molecular formula C4H10O on treatment with Lucas reagent at room temperature gives compound B. When compound B is heated with alcoholic KOH, it gives isobutene. Compound A and B are respectively:

A
Butan-2-ol and 2-Chlorobutane
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B
2-Methyl-1-propanol and 1-Chloro-2-methylpropane
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C
2-Methyl-1-propanol and 2-Methyl-2-chloropropane
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D
2-Methyl-2-propanol and 2-Methyl-2-chloropropane
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Solution

The correct option is D 2-Methyl-2-propanol and 2-Methyl-2-chloropropane
Degree of unsaturation of (C4H10O)=2C+2H2
(DU)=2×4+2102=0
It means compound does not have any double bond or ring. Since it gives lucas test which indicates it should be an alcohol so compound A must be 3 alcohol.

Reaction involved is given as:


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