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The halogenation of aromatics: Part IX. Vapour‐phase chlorination and bromination of benzotrifluoride

 

作者: Robert J. Albers,   E. C. Kooyman,  

 

期刊: Recueil des Travaux Chimiques des Pays‐Bas  (WILEY Available online 1964)
卷期: Volume 83, issue 9  

页码: 930-936

 

ISSN:0165-0513

 

年代: 1964

 

DOI:10.1002/recl.19640830908

 

出版商: WILEY‐VCH Verlag

 

数据来源: WILEY

 

摘要:

AbstractVapour‐phase bromination (375‐475°) as well as chlorination (350‐450°) of benzotrifluoride led to halogenobenzotrifluorides containing 53‐54%meta, 30‐32%paraand 13‐17%orthoisomers. Dihalogeno compounds were only formed to a small extent, except at high conversions. Liquid‐phase nitration of benzotrifluoride produced about 91%meta, 3%paraand 6%orthoisomer.Competitive chlorinations at 400° indicated that benzotrifluoride has about the same reactivity as benzonitrile, chloro‐ and fluoro‐benzene and is 3‐4 times less reactive than benzene.These and earlier dataPart VI:J. W. EngelsmaandE. C. Kooyman, Rec. Trav. Chim.80, 537 (1961. Parts VII and VIII of this series deal with liquid‐phase halogenations:E. C. KooymanandR. Louw, Rec. Trav. Chim.81, 365 (1962) and82, 616 (1963.can be accommodated by a mechanismE. C. Kooyman, Pure and Applied Chemistry7,193 (1963), (IUPAC Congress Lecture, London, July 1963.involving hydrogen‐loss as the isomer‐pattern determining step in gas‐phase halogenations of aromatic compounds, possibly through a posit

 

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