What happens when H-XHX adds to the double bond of an alkene?

1 Answer
Jan 10, 2015

The end result will be that one of the two bonds opens up. HH adds to one side, and XX to the other. This is called mono-halogenation.

(XX stands for FF, ClCl, BrBr or II)

This is an example of an addition reaction, because the whole HXHX molecule is added tot the alkene. There are no other reaction products.

The mechanism is as follows:
H-XHX is always very polar, the XX-side drawing the electrons more to its side of the molecule. The extra electron pair in the double bond matches up with the (positive) HH and then the XX has 'no other choice' but matching up with the other side of the now open bond.

Example :
Ethene + hydrogen bromide

(H_2C=CH_2)+ (H-Br)->(H_3C-CH_2Br)(H2C=CH2)+(HBr)(H3CCH2Br)

Extra :
Contrary to mono-halogenation of alkAnes, this reaction occurs under rather normal conditions.