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Question



How many structural isomers of the product B are possible?

(Give your answer in integer number)

231012_25d7e9c9291a42fa9c373f626f3932cc.PNG

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Solution


In the presence of KOH, 1-iodohexane undergoes dehydroiodination to form 1 hexene.

CH3CH2CH2CH2CH2CH2I+KOH(alc.)dehydroiodination−−−−−−−−−−CH3CH2CH2CH2CH=CH2

1-hexene reacts with Br2/CCl4 to form 1,2-dibromohexane.

CH3CH2CH2CH2CH=CH2+Br2/CCl4CH3CH2CH2CH2CH(Br)CH2Br

When 1,2-dibromohexane is treated with sodaamide , it undergoes dehydrobromination to form 1-hexyne.

CH3CH2CH2CH2CH(Br)CH2Br+NaNH2/NH3dehydrobromination−−−−−−−−−−−CH3CH2CH2CH2CCH

A total of 3 structural isomers of the product B .

Hence, the correct answer is 3

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