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Question

A molecule of hydrocarbon 'X' can add upon 2 molecules of Br2. 'X' on ozonolysis gives two different products which can not be further oxidised. Identify 'X'.

A
H2C=CHCH=CH2
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B
HCCH
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C
H3CCCH
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D
H2CCH=CHCH3
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Solution

The correct option is A H3CCCH
As the molecule X can add 2 molecules of Bromine, it is an alkyne. From the given options, it can be B or C. Now given that, X on ozonolysis gives two different products , it has to be C as the ozonolysis of B & C can be compared as:
HCCHO3H2O2HCOOH
CH3CCHO3H2OCH3COOH+HCOOH

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