• Title/Summary/Keyword: benzylic alcohol

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Selective Tandem Synthesis of Oximes from Benzylic Alcohols Catalyzed with 2, 3-Dichloro-5, 6-dicyanobenzoquinone

  • Aghapour, Ghasem;Mohamadian, Samaneh
    • Bulletin of the Korean Chemical Society
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    • v.33 no.4
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    • pp.1209-1212
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    • 2012
  • In spite of many reports in the literature concerning with oxidation of benzylic alcohols to carbonyl compounds with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) in stoichiometric amounts or even more, we surprisingly found that benzylic alcohols are directly oxidized to oximes using a catalytic amount of DDQ in the presence of hydroxylamine hydrochloride under solvent-free conditions. The present tandem catalytic method can be efficiently used for preparation of oximes in the presence of some other functional groups with excellent chemoselectivity.

Identification of the chromophoric structure in alkali model lignin by 13C-NMR (13C-NMR에 의(依)한 알카리 모델리그닌의 착색구조(着色構造)에 관(關)한 연구(硏究))

  • Yoon, Byung Ho
    • Journal of Korean Society of Forest Science
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    • v.43 no.1
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    • pp.14-19
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    • 1979
  • On treatment with sodium hydroxide at $165^{\circ}$ for 1.5~3hr followed by air oxidation. vanillyl alcohol afforded colored materials. $^{13}C$-NMR spectrum of the material did not show any absorptions assigned to the carbons of chromophoric structures, but gave the valuable information on the chemical structures of the condensation products. On the other hand, the colored material specifically labelled by $^{13}C$ at the benzylic position was prepared by alkali treatment of vanillyl alcohol-[carbinol-$^{13}C$] followed by air oxidation, and $^{13}C$-NMR spectra of the material exhibited absorptions at 101.7 and 104.6 ppm due to the carbons of a quinonemethide structure, indicating that the quinomethide unit would be one of the important types of chromophores in which benzylic carbon of vanillyl alcohol was included.

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