Theoretical study on reaction mechanism for Beckmann rearrangement using cyanuric chloride

DOI

Bibliographic Information

Other Title
  • 塩化シアヌルを用いたベックマン転位の反応機構に関する理論的研究

Description

Beckmann rearrangement has been using reaction to synthesize N-substituted amides from keto-oxime. Industrially, the reaction is widely used in the synthesis of caprolactam as monomers for nylon. Strong acid such as sulfuric acid as well as high-temperature are required to proceed the reaction with a large amount of by-products. Ishihara reported the reaction using cyanuric chloride as catalyst. In this case, Beckmann rearrangement progresses under mild conditions. However, a detailed reaction mechanism is not clear. In the present study, the catalytic behavior of cyanuric chloride was investigated for Beckmann rearrangement of cyclohexanone oxime as well as cyclododecanone oxime. It was confirmed that HCl yielded during the reaction play a very important role in decreasing the activation energy of the rearrangement reaction.

Journal

Keywords

Details 詳細情報について

  • CRID
    1390001205737347456
  • NII Article ID
    130004575058
  • DOI
    10.11545/ciqs.2009.0.p09.0
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

Report a problem

Back to top