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which sequence of reactions work best in synthesizing cis-3-nonene please explain in steps and please do...

which sequence of reactions work best in synthesizing cis-3-nonene

please explain in steps and please do not use line structure

Science   Chemistry   
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Answer #1

The acidic H atom of 1-butyne is abstracted with soda amide to form but-1-yn-1-ide.

But-1-yn-1-ide reacts with 1-bromopentane to form non-3-yne. This is a nucleophilic substitution reaction and involves SN2 mechanism.

The selective hydrogenation of non-3-yne with hydrogen in presence of Lindlar catalyst, Pd gives the final product cis-3-nonene. Here, the carbon carbon tripple bond is selectively reduced to cis double bond.

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