What is the best set of conditions to convert an appropriate dihalide into a terminal alkyne? 1. 1 equivalent of NaNH2 2. 2 equivalents of NaOH 3. 2 equivalents of NaNH2 4. 3 equivalents of NaNH2, then quench with H3O+

What is the best set of conditions to convert an appropriate dihalide into a terminal alkyne? 1. 1 equivalent of NaNH2 2. 2 equivalents of NaOH 3. 2 equivalents of NaNH2 4. 3 equivalents of NaNH2, then quench with H3O+

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.42P: Bicyclo-2,5-heptadiene can be prepared in two steps from cyclopentadiene and vinyl chloride. Provide...

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

What is the best set of conditions to convert an appropriate dihalide into a terminal alkyne?

1. 1 equivalent of NaNH₂

2. 2 equivalents of NaOH

3. 2 equivalents of NaNH₂

4. 3 equivalents of NaNH₂, then quench with H₃O⁺

(The third option is not the correct answer.)

Definition Definition Organic compounds that contain at least one triple bond between carbon-carbon atoms. The general molecular formula for alkynes with one triple bond is C n H 2n-2 .

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