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Synthesis 1985; 1985(12): 1155-1156
DOI: 10.1055/s-1985-31461
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New Reagent Systems for Electrophilic Chlorination of Aromatic Compounds: Organic Chlorine-Containing Compounds in the Presence of Silica

Keith Smith* , Michael Butters, Walter E. Paget, Barry Nay
  • *Department of Chemistry, University College of Swansea, Swansea SA2 8PP, U. K.
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Publikationsdatum:
27. September 2002 (online)

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In the presence of silica, a number of chlorine-containing organic compounds, such as N,N-dichlorourethane, dichloramine-T, and t-butyl hypochlorite, become active electrophilic reagents capable of controlled monochlorination of aromatic compounds under mild conditions; for example, t-butyl hypochlorite/silica chlorinates alkylbenzenes, naphthalene, and anisole readily at 25°C; N,N-dichlorourethane/silica chlorinates benzene within 2 days 50°C.