ALPHA-DISTONIC IONS AS TRANSIENT SPECIES IN THE REACTIONS OF METASTABLE ALKYL BENZOATE RADICAL CATIONS

被引:6
作者
AUDIER, HE
MILLIET, A
SOZZI, G
HAMMERUM, S
机构
[1] ECOLE POLYTECH, DEPT CHIM, F-91128 PALAISEAU, FRANCE
[2] UNIV COPENHAGEN, HC ORSTED INST, DEPT GEN ORGAN CHEM, DK-2100 COPENHAGEN, DENMARK
来源
ORGANIC MASS SPECTROMETRY | 1990年 / 25卷 / 01期
关键词
D O I
10.1002/oms.1210250110
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The key intermediates to the fragmentation of metastable methyl and ethyl benzoate radical cations are α‐ and β‐distonic isomers of the molecular ions. The α‐distocic isomers are also formed by fragmentation of longer chain alkyl benzoates, but may not be long‐lived, stable species. Rearrangement of the α‐distonic ions prior to fragmentation can take place, but (re)formation of the benzoate molecular ions does not occur. Copyright © 1990 John Wiley & Sons, Ltd.
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页码:44 / 48
页数:5
相关论文
共 29 条
[1]  
AUDIER H.E., 1989, ADV MASS SPECTROM, V11, P920
[2]   FRAGMENTATION OF ALKYLBENZOATES BY ELECTRON-IMPACT - TRANSPOSITION AND REARRANGEMENT OF THE ALKYL CHAIN [J].
AUDIER, HE ;
MILLIET, A .
ORGANIC MASS SPECTROMETRY, 1980, 15 (09) :477-482
[3]   ELECTRON-SPIN RESONANCE INVESTIGATION OF INTRAMOLECULAR HYDROGEN TRANSFER AND ALKYL ATTACK IN ESTER CATION RADICALS [J].
BECKER, D ;
SWARTS, S ;
SEVILLA, MD .
JOURNAL OF PHYSICAL CHEMISTRY, 1985, 89 (12) :2638-2646
[4]   HYDROGEN MIGRATIONS IN MASS-SPECTROMETRY .3. ENERGETICS OF FORMATION OF [R'CO2H2]+ IN MASS-SPECTRA OF R'CO2R [J].
BENOIT, FM ;
HARRISON, AG ;
LOSSING, FP .
ORGANIC MASS SPECTROMETRY, 1977, 12 (02) :78-82
[5]   THE IONIZATION OF FAST NEUTRALS BY ELECTRON-IMPACT IN THE 2ND FIELD-FREE REGION OF A MASS-SPECTROMETER OF REVERSED GEOMETRY [J].
BLANCHETTE, MC ;
HOLMES, JL ;
HOP, CECA ;
MOMMERS, AA .
ORGANIC MASS SPECTROMETRY, 1988, 23 (06) :495-498
[6]   COLLISIONALLY INDUCED DISSOCIATIVE IONIZATION OF NEUTRAL PRODUCTS FROM UNIMOLECULAR ION FRAGMENTATIONS .1. NEUTRAL PRODUCT STRUCTURES [J].
BURGERS, PC ;
HOLMES, JL ;
MOMMERS, AA ;
SZULEJKO, JE ;
TERLOUW, JK .
ORGANIC MASS SPECTROMETRY, 1984, 19 (09) :442-447
[7]   GAS-PHASE ION CHEMISTRY OF METHYL ACETATE, METHYL PROPANOATE AND THEIR ENOLIC TAUTOMERS - AN EXPERIMENTAL APPROACH [J].
BURGERS, PC ;
HOLMES, JL ;
HOP, CECA ;
TERLOUW, JK .
ORGANIC MASS SPECTROMETRY, 1986, 21 (09) :549-555
[8]  
Giese B., 1986, RADICALS ORGANIC SYN
[9]   DISTONIC RADICAL CATIONS IN GASEOUS AND CONDENSED PHASE [J].
HAMMERUM, S .
MASS SPECTROMETRY REVIEWS, 1988, 7 (02) :123-202
[10]   ON THE MECHANISM OF (C,H3,O). LOSS FROM IONIZED METHYL ACETATE - AN ABINITIO MOLECULAR-ORBITAL STUDY [J].
HEINRICH, N ;
SCHMIDT, J ;
SCHWARZ, H ;
APELOIG, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (05) :1317-1322