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12.3 Alkylation of Terminal Alkynes
The process favors formation of the more stable base if the resulting hydroxide ion is more stable than the starting alkynide ion.
The ion is very strong.
The elimination products are favored over substitution for secondary or tertiary halides.
Notice that the process requires two steps in the example.
The terminal alkyne is deprotonated to give an alkynide ion.
In the second step, the alkynide ion functions as a nucleophile and attacks ethyl iodide in an S 2 reaction, giving the product.
An ethyl group has been installed on one side, while a methyl group has been installed on the other side.
The order of events doesn't matter if we first install the ethyl group or not.
Either group can be installed first.
We still need to install each group separately if we are installing two of the same R group.
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