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The synthesis of higher alkyne from lower alkyne is achieved by adding a bromo alkane into a mixture of sodium amide and an alkyne.  Which of the following combinations of bromoalkane and alkyne, can lead to the formation of 3-octyne.

Question

The synthesis of higher alkyne from lower alkyne is achieved by adding a bromo alkane into a mixture of sodium amide and an alkyne.  Which of the following combinations of bromoalkane and alkyne, can lead to the formation of 3-octyne.

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Solution

To synthesize 3-octyne, we need to add a bromoalkane and an alkyne to a mixture of sodium amide.

Step 1: Identify the structure of 3-octyne. It is an 8-carbon alkyne with the triple bond starting from the 3rd carbon atom.

Step 2: Divide the 3-octyne into two parts from the triple bond. One part is a 2-carbon alkyl group (ethyl) and the other part is a 6-carbon alkyl group (n-butyl).

Step 3: Identify the bromoalkane and alkyne needed. The bromoalkane should be 1-bromobutane (derived from the 6-carbon alkyl group) and the alkyne should be ethyne (derived from the 2-carbon alkyl group).

Step 4: The reaction. 1-bromobutane reacts with sodium amide to form a nucleophile, which then attacks the ethyne to form 3-octyne.

So, the combination of 1-bromobutane and ethyne can lead to the formation of 3-octyne.

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