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Baddeley Isomerization

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr030

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Baddeley Isomerization. Comprehensive Organic Name Reactions and Reagents. 30:128–131.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

Migration of alkyl groups in polyalkylbenzenes or polynuclear aromatic compounds in the presence of anhydrous aluminum chloride or the mixture of protonic acid and Lewis acid has been reported in the Baddeley isomerization reaction. It has been found that the amount of α-isomer can be reduced by the addition to the reaction mixture of a variety of substances (e.g., nitrobenzene and excess acid chloride) that complex strongly with aluminum chloride. Similarly, less α-isomer has been observed when this reaction is carried out in nitrobenzene. Isomerization of hindered aromatic ketones has been observed when ketones are melted with an excess amount of aluminum chloride and sodium chloride.

Keywords:

  • polyalkylbenzenes;
  • isomerization;
  • 1,2,4-tri-n-propylbenzene;
  • Lewis acid