Nucleophilic Substitution Reactions of Acetylides
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22-7-2019
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Nucleophilic Substitution Reactions of Acetylides
Acetylide anions are strong bases and strong nucleophiles. Therefore, they are able to displace halides and other leaving groups in substitution reactions. The product is a substituted alkyne.
Because the ion is a very strong base, the substitution reaction is most efficient with methyl or primary halides without substitution near the reaction center,
Secondary, tertiary or even bulky primary substrates will give elimination by the E2 mechanism.
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