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Question

A hydrocarbon X adds on one mole of hydrogen to give another hydrocarbon and decolourised bromine water. X reacts with KMnO4 in the presence of acid to give two moles of the same carboxylic acid. The structure of X is:

A
CH3CH=CHCH2CH2CH3
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B
CH3CH2CH=CHCH2CH3
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C
CH3CH2CH2CH=CHCH3
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D
CH2=CHCH2CH2CH3
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Solution

The correct option is A CH3CH2CH=CHCH2CH3
The reaction of a process:
CH3CH2CH=CHCH2CH3+Br2CH3CH2CHBrCHBrCH2CH3
And in presence of acidic KMnO4 alkene is oxidised to form acid.
CH3CH2CH=CHCH2CH3+(H2O+O)2CH3CH2COOH
So the structure of X is CH3CH2CH=CHCH2CH3
Since it gives two moles of same carboxylic acid on reaction with oxidizing agent potassium permanganate hence it must be symmetrical alkene. Here the only alkene in option B is symmetrical alkene. Thus option B is correct.

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