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Electrophilic Addition of Hydrogen Halides

Edexcel AS-level ChemistryAlkenesLesson 11 of 19

Hydrogen halides add to alkenes by the same electrophilic addition mechanism as bromine, with one difference in how the electrophile arises.

The H-Br bond is already polar: bromine is more electronegative than hydrogen, so the molecule has a permanent dipole, Hδ+-Brδ−. The δ+ hydrogen atom is the electrophile. (With Br2, the dipole has to be induced by the alkene.)

Mechanism for ethene + HBr

Diagram

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Key terms in this lesson

heterolytic fission
The breaking of a covalent bond in which one atom takes both electrons, forming a positive and a negative ion.
carbocation
A positively charged carbon ion formed when a carbon atom loses a share in a bonding pair of electrons.

More in Alkenes

All 19 lessons in Alkenes · All Edexcel AS-level Chemistry topics