A Study on the Photoreaction between Organic Halides and Amines

有機 Halides 와 Amines 間의 光反應에 關한 硏究

  • Kim, You-Sun (Chemistry Division, Atomic Energy Research Institute) ;
  • Park, Yong-Ja (Chemistry Division, Atomic Energy Research Institute)
  • 김유선 (原子力硏究所 化學硏究室) ;
  • 박용자 (原子力硏究所 化學硏究室)
  • Published : 19621200

Abstract

The reactions between organic halides$(CCl_4,\;C_6H_5Br,\;C_6H_5Cl,\;C_6H_5I)$ and amines $(C_6H_5NH_2,\;R_2NH,\;R_3N,\;(CH_2)_5NH,\;pyridine)$ were studied under mixed u.v. irradiation. The modes of reactions were examined by means of gas chromatography and product-reactant ratio determination. The reaction of $CCl_4$ with amines give chloroform and hexachloroethanes, and the reaction of aromatic halides with amines gave biphenyl and benzene. In each series of reaction there obtained mainly corresponding amine hydrohalides, but no amination products. The reactivity was in the order of the basicity of amines and of the reactivity of organic hahides, except in the case of cyclic tertiary amine. The result was interpreted as a non-chain photodecomposition process. A competitive proton abstraction reaction path via the formation of a change transfer complex was proposed as the reaction mechanism.

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