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An alcohol of unknown structure gave a p...

An alcohol of unknown structure gave a positive Lucas test in about five minutes. When alcohol was heated with concentrated `H_(2)SO_(4)` an alkene was formed with the formula `C_(4)H_(8)`. Ozonolysis of this alkene gave a single product, `C_(2)H_(4)O`. What was the structure of the alcohol ?

A

butan-1-ol

B

butan-2-ol

C

2-methylpropan-1-ol

D

2,2-dimethylbutan-1-ol

Text Solution

Verified by Experts

The correct Answer is:
B

`underset("Butan-2-ol")underset((X))underset("OH")underset("|")(CH_(3)-CHCH_(2)CH_(3))overset(conc. H_(2)SO_(4))underset(Delta)rarr underset((C_(2)H_(4)O))underset(CH_(3)CHO+CH_(3)CHO)underset(darr" Ozonolysis")underset(Y (C_(4)H_(8)))(CH_(3)CH=CHCH_(3))`
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