Free Radicals in Synthesis and Biology pp 269-282 | Cite as
Chlorination by Hypochlorous Acid. Free-Radical Versus Electrophilic Reactions
Chapter
Abstract
The chlorination at room temperature of alkanes, aromatics, alkylaromatics, olefins with hypochlorous acid shows two competitive processes in the absence of freeradical initiators: a free-radical chain chlorinatinn and an electrophilic process, whenever this last is structurally possible. The factors affecting this competition, the mechanism of the free-radical chain involved, the selectivity and the synthetic potentiality of this new procedure of free-radical chlorination are discussed.
Keywords
Chlorine Atom Radical Chain Hypochlorous Acid Benzyl Chloride Electrophilic Substitution
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References
- 1.“Aromatic Substitution. Nitration and Halogenation”. P.B.D. De La Mare, J.H. Ridd, Butterwords, London 1959, pag.16.Google Scholar
- “Electrophilic Substitutions in Benzenoid Compounds”, R.O.C. Norman, R. Taylor, Elsevier, London, 1965, pag.119.Google Scholar
- 2.M.L. Poutsma, Methods in Free-Radical Chemistry, vol.1, 79, 1969.Google Scholar
- 3.
- 4.F. Minisci, E. Platone, G. Serboli, U.S.P. 4.423.263 (15/7/1980).Google Scholar
- 5.F.D. Marsh, W.B. Fornham, D.J. Sam, B.E. Smart, J.Am.Chem.Soc. 1982, 104, 4680.CrossRefGoogle Scholar
- 6.
- 7.
- 8.G. Faraci, E. Platone, F. Minisci, Ital.Pat. 1.161.227 (1983).Google Scholar
- 9.H.E. Fanouni, S. Krishnan, D.G. Kuhn, G.A. Hamilton, J.Am.Chem.Soc. 1983, 105, 7672.CrossRefGoogle Scholar
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© Kluwer Academic Publishers 1989