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An alkyl halide with molecular formula, ...

An alkyl halide with molecular formula, `C_(6)H_(13)Br` on treatment with alcoholic KOH gave two isomeric alkenes, A and B. Reductive ozonolysis of the mixture gave the following compounds:
`CH_(3)COCH_(3),CH_(3)CHO, CH_(3)CH_(2)CHO` and `(CH_(3))_(2)CHCHO`
The alkyl halide is

A

`2-` Bromohexane

B

`3-` Bromo `-2-` methylpentane

C

`2,2-` Dimethyl `-l` bromonhexane

D

Unpredicatable

Text Solution

Verified by Experts

The correct Answer is:
`b`
Alkene has six `C` atoms, Combine two products of ozonlysis containing three `C` atoms each.
i.
ii. Combine two products of ozobnlysis containing four `C` and two `C` atomns to get another alkene.

Alkene `(B) = overset(HBr)(rarr) c overset(5)(H)_(3) - C overset(4)(H)_(2)- underset(Br)underset(|)overset(3)(C)H - underset(2)overset(CH_(3))overset(|)(CH) - underset(1)(C)H_(3)`
Alkene `(A)` and `(B)` underset(KOH)overset(Alc.)(larr) 3-` Bromo `-2-` methyl pentane.
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