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Q.

Which of the following statements is correct?

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a

The addition of HCl to 3,3-dimethyl-1-butyne exclusively gives 2,2-dichloro-3,3-dimethylbutane.

b

The number of isomers (including structural and stereoisomers) of alkynes C6H10 is eight.

c

The treatment of 1,1-dibromopentane with KOH(s) at 200 °C produces 1-pentyne.

d

The treatment of 1,1-dibromopentane with NaNH2 followed by acid gives 2-pentyne.

answer is B.

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Detailed Solution

(a) The product is a mixture of three isomers as explained in the following.

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Besides this, the other products are obtained due to the methyl shift in vinylic cation.

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(b) There are eight isomers including stereo isomers.

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( c) The initially formed 1-pentyne is converted into 2-pentyne because the more highly R-substituted alkyne is more stable.

(d) The very strong base NaNH2 removes the terminal proton from the dehydrohalogenation product and thus it cannot rearrange.

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