The Direct lodination of Arenes with Chromium(VI) Oxide as the Oxidant

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Abstract

An easy and cheap laboratory method is presented for the direct mono- and diiodination of a number of activated and deactivated arenes. The main iodination reactions occurred at the temperatures not exceeding 65 °C for 0.5—12 h in the <i>anhydrous</i>, strongly acidic liquid system, I<sub>2</sub>/AcOH/Ac<sub>2</sub>O/H<sub>2</sub>SO<sub>4</sub>, in the presence of prior dissolved CrO<sub>3</sub> used as the oxidant. The yields of the pure iodinated products varied from 31% (for 3,5-diiodobenzoic acid) up to 90% (for 4-iodoanisole). So far, benzonitrile and some oxidizable aromatics, e.g. naphthalene, fluorene, xanthene, and thiophene, have been found to be unsuitable for the effective iodination. Nevertheless, this novel, simple method of direct iodination is worthy to be extended to other appropriate aromatics.

Journal

  • Bulletin of the Chemical Society of Japan

    Bulletin of the Chemical Society of Japan 70(7), 1665-1669, 1997-07-15

    The Chemical Society of Japan

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Codes

  • NII Article ID (NAID)
    10008920823
  • NII NACSIS-CAT ID (NCID)
    AA00580132
  • Text Lang
    ENG
  • Article Type
    ART
  • ISSN
    00092673
  • NDL Article ID
    4260306
  • NDL Source Classification
    ZP1(科学技術--化学・化学工業)
  • NDL Call No.
    Z53-B35
  • Data Source
    CJP  NDL  J-STAGE 
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