Chinese Journal of Applied Chemistry ›› 2009, Vol. 26 ›› Issue (11): 1374-1376.

• Original Articles • Previous Articles    

A Novel Synthetic Method for 1,2-Cyclododecandione

CHEN Shao-Rui1,2, MA Ji-Hai2, ZHOU Xue-Qin1, LIU Dong-Zhi1*   

  1. (1.School of Chemical Engineering and Technology,Tianjin University,Tianjin 300072;
    2.College of Science,Hebei University of Science and Technology,Shijiazhuang)
  • Received:2008-10-29 Revised:2009-03-05 Published:2009-11-10 Online:2009-11-10

Abstract:

1,2-Cyclododecandione(4) was synthesized from dodecanedioic acid via esterification,acyloin condensation,oxidation in an overall yield of 43.1%. Reaction of dodecanedioic acid with methanol gave dodecanedioic acid dimethyl ester(2) with a yield of 86.5%. compound (3) was obtained from (2) through acyloin condensation and the yield reached up to 63.1%, which was oxidized to 1,2-Cyclododecandione(4) using bromine water, a yield of 79%. The target compound was light yellow crystal and was characterized by means of IR、1H NMR and 13C NMR.

Key words: dodecanedioic acid; acyloin condensation; 1,2-Cyclododecandione

CLC Number: