9.5 Hydrohalogenation of Alkynes

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Hydrohalogenation

Less Substituted More Substituted
Two Groups Added
H
X (X = Cl, Br, I)
Reagents HX (HCl, HBr, HI)
Regioselectivity Markovnikov
Stereospecificity None
Other Characteristics Either 1 or 2 equivalents can be added.
hydrohalogenation of alkynes

Hydrobromination with Peroxide

Less Substituted More Substituted
Two Groups Added
Br
H
Reagents HBr / ROOR
Regioselectivity Anti-Markovnikov
Stereospecificity None
Other Characteristics Either 1 or 2 equivalents can be added.
HBr / ROOR