ELECTRON IMPACT STUDIES .37. SKELETAL-REARRANGEMENT FRAGMENTS IN MASS SPECTRA OF ALKYL AND ARYL ISOXAZOLES

被引:79
作者
BOWIE, JH
KALLURY, RKM
COOKS, RG
机构
[1] Department of Organic Chemistry, University of Adelaide, Adelaide, SA, 5001
[2] University Chemical Laboratory, Cambridge
基金
澳大利亚研究理事会;
关键词
D O I
10.1071/CH9690563
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The mass spectra of substituted isoxazoles are reported and discussed. The spectra of isoxazoles are strikingly different from those of oxazoles because the initial fragmentations of isoxazoles involve N-O bond fission. Specific skeletal-rearrangement processes are observed in many spectra, and it is proposed that they proceed through azirine and oxazole intermediates. Certain fragmentations have been studied by deuterium labelling. The hydrogens attached to an isoxazole ring do not randomize with the hydrogens of the methyl and phenyl substituents. © 1969, CSIRO. All rights reserved.
引用
收藏
页码:563 / &
相关论文
共 37 条
[1]  
Adembri G., 1965, B SCI FAC CHIM BOLOG, V23, P203
[2]  
BIANCHI G, 1965, TETRAHEDRON, V21, P822
[3]   ELECTRON IMPACT STUDIES .12. MASS SPECTRA OF SUBSTITUTED IMIDAZOLES [J].
BOWIE, JH ;
COOKS, RG ;
LAWESSON, SO ;
SCHROLL, G .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1967, 20 (08) :1613-&
[4]   ELECTRON IMPACT STUDIES .29. C13H9 SKELETAL-REARRANGEMENT FRAGMENT IN MASS SPECTRA OF HETEROCYCLIC SYSTEMS CONTAINING DIPHENYL SUBSTITUENTS . A DEUTERIUM LABELLING STUDY [J].
BOWIE, JH ;
DONAGHUE, PF ;
RODDA, HJ ;
SIMONS, BK .
TETRAHEDRON, 1968, 24 (10) :3965-&
[5]  
BOWIE JH, 1968, ORG MASS SPECTROMETR, V1, P15
[6]  
BOWIE JH, UNPUBLISHED DATA
[7]  
BOWIE JH, PRESS
[8]   ELECTRON-IMPACT INDUCED REARRANGEMENT REACTIONS OF ORGANIC MOLECULES [J].
BROWN, P ;
DJERASSI, C .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1967, 6 (06) :477-&
[9]  
BUDZIKIEWICZ H, 1964, INTERPRETATION MASS, P255
[10]   MASS SPECTROMETRY IN STRUCTURAL AND STEREOCHEMICAL PROBLEMS .144. UNUSUAL FRAGMENTATIONS IN LOW-VOLTAGE SPECTRA OF ALIPHATIC KETONES [J].
CARPENTER, W ;
DUFFIELD, AM ;
DJERASSI, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (01) :160-+