ION-MOLECULE REACTIONS OF [KETENE]+. AS A DIAGNOSTIC PROBE FOR DISTINGUISHING ISOMERIC ALKENES, ALKYNES AND DIENES - A STUDY OF THE C4H8 AND C5H8 ISOMERIC HYDROCARBONS

被引:3
作者
DASS, C [1 ]
机构
[1] UNIV NEBRASKA,DEPT CHEM,LINCOLN,NE 68588
来源
ORGANIC MASS SPECTROMETRY | 1993年 / 28卷 / 09期
关键词
D O I
10.1002/oms.1210280903
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The gas-phase ion-molecular reactions of [ketene]+. with a number of isomeric alkenes, alkynes and dienes were studied by using tandem mass spectrometry. Ketene was reacted with C4H8 (but-1- and -2-ene and 2-methylpropene) and C5H8 unsaturated hydrocarbons (isoprene, penta-1,3- and -1,4-diene, pent-1- and -2-yne, cyclopentene and methylenecyclobutane) in a high-pressure chemical ionization source of a tandem mass spectrometer. The collisionally stabilized ion-molecule adducts were analyzed by use of collisionally activated dissociation (CAD) spectra. The three C4H8 alkenes were distinguishable on the basis of the distinct CAD spectra of their adducts with ketene. Similarly, the CAD data for the corresponding adducts derived from the C5H8 hydrocarbons point to different structures for the C5H8 compounds.
引用
收藏
页码:940 / 944
页数:5
相关论文
共 49 条
[1]   ENTHALPY CONSIDERATIONS APPLIED TO RELATIVELY SLOW UNIMOLECULAR REACTIONS OF A SERIES OF HOMOLOGOUS CNH2N RADICAL CATIONS [J].
BOWEN, RD ;
WILLIAMS, DH .
ORGANIC MASS SPECTROMETRY, 1977, 12 (07) :453-460
[2]   DEACETYLATION OF GASEOUS AMIDOALKYLATING REAGENTS (NORMAL-ACYLIMINIUM IONS) VIA IMINIUM KETENE COMPLEXES - AN UNPRECEDENTED ISOTOPE EFFECT [J].
BURGERS, PC ;
KINGSMILL, CA ;
MCGIBBON, GA ;
TERLOUW, JK .
ORGANIC MASS SPECTROMETRY, 1992, 27 (04) :398-405
[3]   THE CYCLO-ADDITION OF THE 1,3-BUTADIENE RADICAL CATION WITH ACROLEIN AND METHYL VINYL KETONE [J].
CASTLE, LW ;
GROSS, ML .
ORGANIC MASS SPECTROMETRY, 1989, 24 (08) :637-646
[4]  
Cooks R. G., 1973, METASTABLE IONS
[5]   STRIPPING REACTIONS OF GASEOUS IONS IN MASS-SPECTROMETER [J].
COOKS, RG ;
BEYNON, JH ;
AST, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (03) :1004-+
[6]   A COMPARISON OF 3 EXPERIMENTAL-TECHNIQUES FOR ION STRUCTURE STUDIES VIA COLLISION-INDUCED REACTIONS - THE [C5H8]+. EXAMPLE [J].
CURTIS, JM ;
BRENTON, AG ;
BEYNON, JH ;
BOYD, RK .
ORGANIC MASS SPECTROMETRY, 1987, 22 (12) :779-789
[7]   NEUTRALIZATION-REIONIZATION MASS-SPECTROMETRY (NRMS) [J].
DANIS, PO ;
WESDEMIOTIS, C ;
MCLAFFERTY, FW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (25) :7454-7456
[8]   PERICYCLIC-REACTIONS OF RADICAL CATIONS [J].
DASS, C .
MASS SPECTROMETRY REVIEWS, 1990, 9 (01) :1-35
[9]   [2+1] CYCLOADDITION OF KETENE RADICAL CATION AND ETHYLENE [J].
DASS, C ;
GROSS, ML .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (20) :5775-5780
[10]   ELECTROCYCLIC REACTIONS OF GAS-PHASE 1-METHYLCYCLOBUTENE AND 3-METHYLCYCLOBUTENE RADICAL CATIONS [J].
DASS, C ;
SACK, TM ;
GROSS, ML .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (20) :5780-5786