Theoretical Study on the Reaction Mechanism of o-Aminophenol, Acetic Acid and Phosphorus Oxytrichloride One-pot to Form 2-Methyl Benzoxazole  

作　　者：ZHANG Fu-Lan 张福兰

机构地区：[1]College of Chemistry and Chemical Engineering,Yangtze Normal University

出　　处：《Chinese Journal of Structural Chemistry》2018年第12期1869-1877,1843,共10页结构化学（英文）

基　　金：Supported by the Scientific and Technological Research Program of Chongqing Municipal Education Commission(KJ1601215);the Ministry of Education "Chunhui Plan"(Z2016177)

摘　　要：The reaction mechanism of o-aminophenol, acetic acid and phosphorus oxytrichloride in one-pot to form 2-methyl benzoxazole was studied by density functional theory. The geometries of the reactants, transition states, intermediates and products were optimized at the GGA/PW91/DNP level. Vibration analysis was carried out to confirm the transition state structure. Two possible reaction pathways were investigated in this study. The result indicates that the reaction Re→TS1→IM1→TSA2→IMA2→TSA3→IMA3→TSA4→IMA4→TSA5→P2 is the main pathway, the activation energy of which is the lowest. Re→TS1→IM1 is the rate-limiting step, with the activation energy being 221.54 kJ·mol^(-1) and the reaction heat being 10.06 kJ·mol^(-1). The dominant product predicted theoretically is in agreement with the experiment results.

关 键 词：O-AMINOPHENOL acetic acid phosphorus oxytrichloride 2-methyl benzoxazole density functional reaction mechanism 

分 类 号：TQ[化学工程]