STRUCTURES OF DECOMPOSING AND NON-DECOMPOSING GAS-PHASE [C4H6O]+. RADICAL CATIONS, AND THEIR [C2H2O]+. AND [C3H6]+. PRODUCT IONS

被引:26
作者
DASS, C [1 ]
GROSS, ML [1 ]
机构
[1] UNIV NEBRASKA,DEPT CHEM,LINCOLN,NE 68588
来源
ORGANIC MASS SPECTROMETRY | 1990年 / 25卷 / 01期
关键词
D O I
10.1002/oms.1210250107
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The structures of gas‐phase [C4H6O]+· radical cations and their daughter ions of composition [C2H2O]+· and [C3H6]+· were investigated by using collisionally activated dissociation, metastable ion measurement, kinetic energy release and collisional ionization tandem mass spectrometric techniques. Electron ionization (70 eV) of ethoxyacetylene, methyl vinyl ketone, crotonaldehyde and 1‐methoxyallene yields stable [C4H6O]+· ions, whereas the cyclic C4H6O compounds undergo ring opening to stable distonic ions. The structures of [C2H3O]+· ions produced by 70‐eV ionization of several C4H6O compounds are identical with that of the ketene radical cation. The [C3H6]+· ions generated from crotonaldehyde, methacrylaldehyde, and cyclopropanecarboxaldehyde have structures similar to that of the propene radical cations, whereas those ions generated from the remainder of the [C4H6O]+· ions studied here produced a mixed population of cyclopropane and propene radical cations. Copyright © 1990 John Wiley & Sons, Ltd.
引用
收藏
页码:24 / 32
页数:9
相关论文
共 62 条
[1]   H2-TRANSFER REACTIONS IN GAS-PHASE RADIOLYSIS OF HYDROCARBONS [J].
AUSLOOS, P ;
LIAS, SG .
JOURNAL OF CHEMICAL PHYSICS, 1965, 43 (01) :127-&
[2]   ADDITIVITY RULES FOR ESTIMATION OF THERMOCHEMICAL PROPERTIES [J].
BENSON, SW ;
CRUICKSHANK, FR ;
GOLDEN, DM ;
HAUGEN, GR ;
ONEAL, HE ;
RODGERS, AS ;
SHAW, R ;
WALSH, R .
CHEMICAL REVIEWS, 1969, 69 (03) :279-+
[3]   HIGH RESOLUTION MASS SPECTRA OF ALIPHATIC ESTERS [J].
BEYNON, JH ;
SAUNDERS, RA ;
WILLIAMS, AE .
ANALYTICAL CHEMISTRY, 1961, 33 (02) :221-&
[4]   REACTIONS OF KETEN .1. KINETICS OF GAS-PHASE REACTION WITH ACETIC ACID [J].
BLAKE, PG ;
DAVIES, HH .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1971, (09) :1727-&
[5]   RADICAL-CATIONS OF ALDEHYDES AND KETONES GENERATED BY IONIZING-RADIATION - AN ELECTRON-SPIN RESONANCE STUDY [J].
BOON, PJ ;
SYMONS, MCR ;
USHIDA, K ;
SHIDA, T .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (07) :1213-1220
[6]   RING-OPENING REACTIONS IN CYCLOALKANE MOLECULAR-IONS - COLLISIONAL ACTIVATION AND FIELD-IONIZATION KINETIC STUDY [J].
BORCHERS, F ;
LEVSEN, K ;
SCHWARZ, H ;
WESDEMIOTIS, C ;
WOLFSCHUTZ, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (06) :1716-1721
[9]   DISSOCIATION OF POSITIVELY CHARGED ALIPHATIC EPOXIDES .2. [C5H10O]+. EPOXIDES AND ALPHA,BETA-UNSATURATED ETHERS [J].
BOUCHOUX, G ;
DJAZI, F ;
HOPPILLIARD, Y ;
JAUDON, P ;
NOUTS, N .
ORGANIC MASS SPECTROMETRY, 1988, 23 (01) :33-41
[10]   DISSOCIATIONS OF POSITIVELY CHARGED ALIPHATIC EPOXIDES .1. STRUCTURE ELUCIDATION OF THE GAMMA-CLEAVAGE PRODUCTS [J].
BOUCHOUX, G ;
HOPPILLIARD, Y ;
JAUDON, P .
ORGANIC MASS SPECTROMETRY, 1987, 22 (02) :98-102