The synthesis of 3-octyne is achieved by adding bromoalkane into a mixture of sodium amide and an alkyne. The bromoalkane and alkyne respectively are

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${BrCH}_{2} {CH}_{2} {CH}_{2} {CH}_{2} {CH}_{3} and {CH}_{2} {CH}_{2} C \equiv CH$

${BrCH}_{2} {CH}_{2} {CH}_{2} {CH}_{3} and {CH}_{3} {CH}_{2} C \equiv CH$

${BrCH}_{2} {CH}_{2} {CH}_{3} and {CH}_{3} {CH}_{2} {CH}_{2} C \equiv CH$

${BrCH}_{2} {CH}_{2} {CH}_{2} {CH}_{2} {CH}_{3} and {CH}_{3} C \equiv CH$

answer is D.

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Detailed Solution

CH₃CH₂C $\equiv$ CH $\to_{{NH}_{3}}^{{NaNH}_{2}}$ CH₃CH₂C $\equiv$ $\bar{C} \overset{+}{N a}$

$\to_{S_{N^{2}}}^{{CH}_{3} {CH}_{2} {CH}_{2} {CH}_{2} Br}$ CH₃CH₂C $\equiv$ CCH₂CH₂CH₂H₃

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