The following reaction series is completed: (1) 1-butyne is reacted with LDA. (2) The organic product of reaction (1) is reacted with a two carbon epoxide. (3) The resulting product is treated with dilute acid. Provide the IUPAC name of the final major organic product expected after step #3. For credit, the spelling and punctuation of your IUPAC name must follow the rules.

Question

Chemistry

Ivan Nolan

2 October, 15:54

The following reaction series is completed: (1) 1-butyne is reacted with LDA. (2) The organic product of reaction (1) is reacted with a two carbon epoxide. (3) The resulting product is treated with dilute acid. Provide the IUPAC name of the final major organic product expected after step #3. For credit, the spelling and punctuation of your IUPAC name must follow the rules.

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Answers (1)

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Elijah Krueger · Answer 1

Answer:The IUPAC name of compound would be Hex-3-yn-ol

Explanation:

When butyne is treated with LDA it leads to generation of carbanion on the terminal alkyne.

As LDA is disopropyl amide which happens to be quite a good base and hence it is sufficiently basic to abstract the acidic proton on the terminal alkyne.

So this proton abstraction leads to generation of a carbanion which can now acts as a nucleophile in step 2.

In step 2 the generated carbanion attacks the strained epoxide ring to open the strained epoxide ring. The product of step 2 leads to generation of hex-3-yn-1-olate

Further on treating the product formed in step 2 with the dilute acid it leads to the formation of alcohol as the negative charge on oxygen can now be neutralised.

Kindly refer the mechanism for structure of compounds.