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Q.

An unknown alkyl halide (A) reacts with alcoholic KOH to produce a hydrocarbon (C4H8 ). Ozonolysis of the hydrocarbon forms one mole of propionaldehyde and one mole of formaldehyde. Suggest which organic structure among the following is the correct structure of the above alkyl halide (A) ?

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a

CH3CH2CH(Br)CH3

b

CH3CH(Br)CH(Br)CH3

c

CH3CH2CH2CH2Br

d

BrCH2CH2CH2CH2Br

answer is A.

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Detailed Solution

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Retroanalysis of ozonolysis products indicates that the alkene (C4H8) is but-1-ene, which can be formed by dehaydrohalogenation of But-1-ene. 

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