• Title/Summary/Keyword: Chlorination of ketones

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The Use of Sodium Chlorate/Hydrochloric Acid Mixtures as a Novel and Selective Chlorination Agent

  • Moon, Byung-Seok;Choi, Han-Young;Koh, Hun-Yeong;Chi, Dae-Yoon
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.472-476
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    • 2011
  • Sodium chlorate/hydrochloric acid mixtures were used to chlorinate activated arenes and the $\alpha$-position of ketones. This chlorination method was used to produce selectively mono-, di-, and trichlorinated compounds by controlling the molarity of sodium chlorate. This reagent proved to be much more efficient and easier to handle than chlorine gas.

Halogenation of Aldehydes and Ketones by Selenium (IV) Oxyhalides Generated in-situ from Selenium Dioxide and Halotrimethylsilanes

  • 이종근;박인수;서종화
    • Bulletin of the Korean Chemical Society
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    • v.16 no.4
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    • pp.349-355
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    • 1995
  • Bromo-and chlorotrimethylsilane react with selenium dioxide in halocarbon solvents and generate selenium oxybromide and oxychloride, respectively. These in-situ generated oxyhalides turned out to be very efficient for selective bromination and chlorination of aldehydes and ketones. Under carefully controlled reaction conditions, second and third introduction of halogens into carbonyl compounds can be greatly suppressed, and high yields of monohalo compounds were obtained. The product ratios of this halogenation reactions can be best explained if the reactions are assumed to involve intermediate β-ketoselenenyl chlorides.