Formation of alkynes through double elimination of vicinal dibromides

by James

Description: Sodium amide will convert 1,2-dihalides (“vicinal dihalides”) into alkynes through two consecutive elimination reactions.
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{ 4 comments… read them below or add one }

Quinn Haynie March 20, 2013 at 9:20 pm

My course taught us that we need three molar equivalents of NaNH2 for this reaction, as it prevents the formation of the alkynyl salt.


james March 20, 2013 at 10:23 pm

True, for terminal alkynes. Once the alkyne is formed, it can then be deprotonated by NaNH2 in solution. For practical purposes, three equivalents for the formation of terminal alkynes is best.


Jason Mathias March 6, 2014 at 3:39 pm

Does this work the same way for Geminal Dihalides?


James March 9, 2014 at 8:49 pm

Yes it does!


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