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The mechanism for this conversion is thought to be a free-radical addition.
Industrial routes to 1-bromoalkanes involve free-radical additions to the corresponding alkenes.
Free-radical addition is an addition reaction in organic chemistry involving free radicals.
The basic steps with examples of the free-radical addition (also known as radical chain mechanism) are:
Free-radical addition does not occur with the molecules HCl or HI.
Bromium azide adds to alkenes both through ionic and free-radical addition, each giving an opposite orientation in the products.
The reaction of HBr with substituted alkenes was instrumental in the study of free-radical additions.
Following swelling of the polymer beads, free-radical addition polymerisation is activated by using heat, with benzoyl peroxide as the initiator.
Free-radical addition is used commercially for the synthesis of 1-bromoalkanes, precursors to tertiary amines and quaternary ammonium salts.