|Chapter 9 : Alkynes|
|MECHANISM FOR ALKYLATION OF ALKYNES|
An acid / base reaction. The amide ion acts as a base removing the acidic terminal H to generate the acetylide ion, a carbon nucleophile.
A nucleophilic substitution reaction. The carbanion reacts with the electrophilic carbon in the alkyl halide with loss of the leaving group, forming a new C-C bond.
|What is the product of the reactions of CH3-C≡C- with each of the following:|
|(a) 2-bromopropane||ANSWER||(d) ethanol||ANSWER|
|(b) 1-iodooctane||ANSWER||(e) ethyl tosylate||ANSWER|
|(c) (R)-2-bromohexane||ANSWER||(f) bromobenzene||ANSWER|
|© Dr. Ian Hunt, Department of Chemistry|