Cyclopentenyl cation:: its thermochemistry and its characterized formation from C6H10•+ species

被引:7
作者
Bouchoux, G [1 ]
Salpin, JY
机构
[1] Ecole Polytech, CNRS, UMR 7651, Lab Mecanismes Reactionnels, F-91128 Palaiseau, France
[2] Univ Evry Val Essonne, CNRS, UMR 8587, Lab Analyse & Environm, F-91025 Evry, France
关键词
D O I
10.1016/S0009-2614(02)01615-9
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The formation of cyclopentenyl cation from (i) dissociation of ionized cyclohexene, and, (ii) ion-molecule reaction between ionized 1,3-butadiene and ethylene is confirmed by means of the corresponding thermochemistry. Measurement of the Gibbs free energy and enthalpy for deprotonation of cyclopentenyl cation is provided by Fourier transform ion cyclotron resonance experiments and use of the thermokinetic method. The values (GB = 795.0 +/- 1.2 and PA = 824.9 +/- 1.1 kJ/mol, respectively) allow the determination of the heat of formation of the cyclopentenyl cation to be 840.6 +/- 4.1 kJ/mol in good agreement with existing data. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:510 / 519
页数:10
相关论文
共 32 条
[1]   HEATS OF HYDROGENATION AND FORMATION OF SOME 5-MEMBERED RING COMPOUNDS BY MOLECULAR MECHANICS CALCULATIONS AND DIRECT MEASUREMENTS [J].
ALLINGER, NL ;
DODZIUK, H ;
ROGERS, DW ;
NAIK, SN .
TETRAHEDRON, 1982, 38 (11) :1593-1597
[2]  
AUE DH, 1979, GAS PHASE ION CHEM, V2
[3]  
Bouchoux G, 1999, RAPID COMMUN MASS SP, V13, P932, DOI 10.1002/(SICI)1097-0231(19990530)13:10<932::AID-RCM589>3.0.CO
[4]  
2-I
[5]   A relationship between the kinetics and thermochemistry of proton transfer reactions in the gas phase [J].
Bouchoux, G ;
Salpin, JY ;
Leblanc, D .
INTERNATIONAL JOURNAL OF MASS SPECTROMETRY AND ION PROCESSES, 1996, 153 (01) :37-48
[6]   CYCLOADDITION REACTIONS BETWEEN 1,3-BUTADIENE RADICAL CATIONS AND ETHENE IN THE GAS-PHASE [J].
BOUCHOUX, G ;
SALPIN, JY .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 1994, 8 (04) :325-328
[7]   ANTIAROMATICITY IN PARENT CYCLOPENTADIENYL CATION - REACTION OF 5-IODOCYCLOPENTADIENE WITH SILVER ION [J].
BRESLOW, R ;
HOFFMAN, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (06) :2110-&
[8]   UNIMOLECULAR DISSOCIATIONS AT SHORT TIMES - A COMPARISON OF ANGLE-RESOLVED MASS-SPECTROMETRY AND FIELD-IONIZATION KINETICS [J].
BURINSKY, DJ ;
GLISH, GL ;
COOKS, RG ;
ZWINSELMAN, JJ ;
NIBBERING, NMM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (02) :465-467
[9]   GAUSSIAN-2 THEORY USING REDUCED MOLLER-PLESSET ORDERS [J].
CURTISS, LA ;
RAGHAVACHARI, K ;
POPLE, JA .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (02) :1293-1298
[10]   MECHANISTIC AND KINETIC STUDIES AT 10-11-10-5 SEC OF UNIMOLECULAR GAS-PHASE REACTIONS INDUCED BY FIELD IONIZATION OF CYCLOHEXENE AND CYCLOHEXENE-3,3,6,6-D4 [J].
DERRICK, PJ ;
FALICK, AM ;
BURLINGA.AL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (19) :6794-&