STUDIES IN ORGANIC MASS-SPECTROMETRY .9. MASS-SPECTRA OF 9,10-DISUBSTITUTED 2,3,6,7-TETRAALKOXY-9,10-DIHYDROANTHRACENES - A REMARKABLE LOSS OF RADICALS FROM EVEN-ELECTRON IONS

被引:11
作者
CERAULO, L [1 ]
AGOZZINO, P [1 ]
FERRUGIA, M [1 ]
LAMARTINA, L [1 ]
NATOLI, MC [1 ]
机构
[1] DIPARTIMENTO CHIM ORGAN,I-90123 PALERMO,ITALY
来源
ORGANIC MASS SPECTROMETRY | 1991年 / 26卷 / 04期
关键词
D O I
10.1002/oms.1210260419
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The electron impact-induced fragmentations of 23 9,10-disubstituted 2,3,6,7-tetraalkoxy-9,10-dihydroanthracenes, including six stereoisomeric pairs, were studied. The loss of the 9-(or 10-)substituent constitutes the main fragmentation route. The resulting ions give rise to a remarkable violation of the so-called 'even-electron rule' as they eject the second substituent at the 10-(or 9-)position as a radical. The latter aspect was particularly investigated with the aid of low-energy (nominal value 15 eV) and mass-analysed ion kinetic energy spectra.
引用
收藏
页码:279 / 286
页数:8
相关论文
共 48 条
[1]   NMR-SPECTRA AND CONFORMATIONS OF 9,10-DIHYDROANTHRACENES [J].
AHMAD, NUD ;
CLOKE, C ;
HATTON, IK ;
LEWIS, NJ ;
MACMILLAN, J .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (09) :1849-1858
[2]   PHOTOELECTRON SPECTROSCOPIC STUDY OF THE GROUND-STATES OF CH2CL+, CHCL2+, AND CHFCL+ [J].
ANDREWS, L ;
DYKE, JM ;
JONATHAN, N ;
KEDDAR, N ;
MORRIS, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (02) :299-303
[3]  
[Anonymous], 1971, MAINMISE, V7, P66
[4]  
ARCOLEO A, 1957, ANN CHIM-ROME, V47, P415
[5]   CRYSTAL AND MOLECULAR-STRUCTURE OF 2,3,6,7-TETRAMETHOXY-9-TRICHLOROMETHYL-10-CARBOXYMETHYL-9,10-DIHYDROANTHRACENE [J].
BENETOLLO, F ;
VALOTI, E ;
CERAULO, L ;
LAMARTINA, L .
JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1990, 20 (02) :173-178
[6]  
BISHOF P, 1976, J AM CHEM SOC, V98, P6844
[7]   STUDY USING MASS-SPECTROMETRY OF ISOMERIC CARBOHYDRATES - STRUCTURE AND ENTHALPY FORMATION OF STABLE (C13H+11)IONS [J].
BOHLMANN, F ;
KOPPEL, C ;
MULLER, B ;
SCHWARZ, H ;
WEYERSTA.P .
TETRAHEDRON, 1974, 30 (08) :1011-1013
[8]   LOSS OF METHYL RADICAL FROM SOME SMALL IMMONIUM IONS - UNUSUAL VIOLATION OF THE EVEN-ELECTRON RULE [J].
BOWEN, RD ;
HARRISON, AG .
ORGANIC MASS SPECTROMETRY, 1981, 16 (04) :180-182
[9]  
BURGERS PC, 1989, SPECIALIST PERIODICA, V10, P40
[10]  
CERAULO L, 1978, 13TH P C IT CHEM SOC, P255