FT-ICR STUDIES OF GAS-PHASE IONIC NITRATION OF BENZENE - THE ROLE OF ELECTRON-TRANSFER AND PROTON-TRANSFER PROCESSES

被引：10

作者：

ATTINA, M ^{[1
]}

CACACE, F ^{[1
]}

SPERANZA, M ^{[1
]}

机构：

[1] UNIV ROME LA SAPIENZA,DIPARTIMENTO STUDI CHIM & TECNOL SOSTANZE BIOLOGICAMENTE ATT,I-00185 ROME,ITALY

来源：

INTERNATIONAL JOURNAL OF MASS SPECTROMETRY AND ION PROCESSES | 1992年 / 117卷 / 1-3期

关键词：

BENZENE; FT-ICR; MECHANISMS; NITRATION;

D O I：

10.1016/0168-1176(92)80084-E

中图分类号：

O64 [物理化学（理论化学）、化学物理学]; O56 [分子物理学、原子物理学];

学科分类号：

070203 ; 070304 ; 081704 ; 1406 ;

摘要：

The detailed modes of reaction of (RONO2)H+ (R = H, CH3 or C2H5) with benzene(C6X6, X = H, D) were determined by Fourier transform ion cyclotron resonance mass spectrometry. Irrespective of the structure and energy of the potentially nitrating (RONO2)H+ reactants, benzene nitration and oxidation are found to proceed by two-step mechanisms, involving a fast, preliminary electron and proton transfer between (RONO2)H+ and C6X6, followed by the rate-determining attack of the C6X6+ and C6X6H+ daughters on the nucleophilic centres of RONO2. These reaction pathways, predominant under isolated-pair conditions, are discussed and compared with classical acid-induced aromatic nitration patterns both in the gas phase at atmospheric pressure and in solution.

引用

页码：37 / 46

页数：10

共 20 条

[1] ELECTROPHILIC AROMATIC NITRATION IN THE GAS-PHASE [J].