Photochemical dehalogenation of polyhalobenzenes. I. Survey of the reactivity in hexane solution.

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概要

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• Photochemical dechlorinations and debrominations of C<SUB>6</SUB>H<I><SUB>n</SUB></I>X<SUB>6−<I>n</I></SUB> (X=Cl, Br) isomers were carried out in hexane. The products and residual reactant were determined quantitatively by means of gas chromatography. From these experiments, the relative rates of dehalogenation were obtained. The different rates among unequivalent sites in a molecule were interpreted by the effect of steric acceleration by the neighboring halogen atom(s). The reactivity of the halogen atom in polyhalobenzene towards photochemical elimination reaction is dependent both on its position in the molecule when compared among isomers and on the number of halogen atoms in a molecule when compared among polyhalobenzenes of various degrees of substitution. The latter effect is more predominant in the series of polybromobenzenes.

• 公益社団法人 日本化学会の論文

著者

• OKUBO KEIJI

  Department of Dermatology, Kurume University School of Medicine

• Nakada Masahiro

  Chemical Laboratory, Chiba Institute of Technology

• Ishii Tetsuo

  Yokohama Research Institute for Environmental Protection

• Nishiyama Hideaki

  Department of Applied Chemistry, Faculty of Engineering, Yokohama National University

• Hirota Minoru

  Deparment of Synthetic Chemistry, Division of Materials Science and Chemical Engineering, Faculty of Engineering, Yokohama National University

• Fukushi Sachio

  Chemical Laboratory, Chiba Institute of Technology

• Kume Kotaro

  Department of Applied Chemistry, Faculty of Engineering, Yokohama National University

• Okubo Keiji

  Department of Applied Chemistry, Faculty of Engineering, Yokohama National University

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