58328-35-1Relevant academic research and scientific papers
Reaction Mechanism for the Ozonolysis of Oxazoles
Kashima, Choji,Arao, Hideki,Hibi, Shigeki
, p. 347 - 357 (2007/10/02)
2-Phenyl- (1d), 4-phenyl- (1a), 4,5-diphenyl- (1b), and 2,4,5-triphenyloxazoles (1c) were ozonolyzed to give N-acylamides (2), acid anhydrides (3), and/or N-acylisocyanates (4).The ozonolysis of deuteriated oxazole (1e) was also investigated.Based on the
KINETICS AND MECHANISM OF METHANOLYSIS OF BENZOYL DERIVATIVES OF SUBSTITUTED PHENYLUREAS AND PHENYLTHIOUREAS
Kavalek, Jaromir,El Bahaie, Said,Sterba, Vojeslav
, p. 2103 - 2110 (2007/10/02)
The methanolysis rate constants and dissociation constants have been measured of benzoyl derivatives of substituted phenylureas and phenylthioureas.The dissociation constants of the thio derivatives are higher by 1 order of magnitude and the rate constants are higher by 2 orders of magnitude than the respective values of the oxygen analogues.Logarithms of the rate and dissociation constants have been correlated with Hammett ? constant; the ρ constant of the methanolysis of the oxygen derivatives is almost 2 * higher than that of the thio derivatives, which is explained by a change in the rate-limiting step.Methylation of the phenyl nitrogen atom increases the acidity by almost 2 orders of magnitude.This effect is due obviously to steric hindrance to the conjugation with the adjacent carbonyl or thiocarbonyl group.
