Kinetics and mechanism of thermal gas-phase elimination of α and β (N-arylamino)propanoic acid:: experimental and theoretical analysis

被引:14
|
作者
Al-Awadi, SA [1 ]
Abdallah, MR [1 ]
Hasan, MA [1 ]
Al-Awadi, NA [1 ]
机构
[1] Kuwait Univ, Dept Chem, Safat 13060, Kuwait
关键词
alpha- and beta- (N-arylamino)propanoic acid; thermal gas-phase elimination; theoretical analysis;
D O I
10.1016/j.tet.2004.01.087
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-(N-Phenylamino)propanoic acid la and 3-(N-phenylamino)-propanoic acid 2a together with four of their aryl analogues were pyrolysed in the gas-phase. The reactions were homogeneous and free from catalytic and radical pathways. Analysis of the pyrolysate of 1 showed the elimination products to be carbon monoxide, acetaldehyde and aniline, while the pyrolysate of 2 reveals the formation of acrylic acid in addition to aniline. Theoretical study of the pyrolysis of 2 using an ab initio SCF method lend support to a reaction pathway involving a 4-membered cyclic transition state. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3045 / 3049
页数:5
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