Formation of hydrotrioxides during ozonation of hydrocarbons on silica gel. Decomposition of hydrotrioxides

被引：0

作者：

Avzyanova, EV ^{[1
]}

Timerghazin, QK ^{[1
]}

Khalizov, AF ^{[1
]}

Khursan, SL ^{[1
]}

Spirikhin, LV ^{[1
]}

Shereshovets, VV ^{[1
]}

机构：

[1] RAS, Ufa Res Ctr, Inst Organ Chem, Ufa 450054, Russia

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2000年 / 13卷 / 02期

关键词：

ozone; silica gel; hydrotrioxides; free radicals; chemiluminescence; singlet oxygen; mechanism; hydrogen bonding; association;

D O I：

10.1002/(SICI)1099-1395(200002)13:2<87::AID-POC210>3.0.CO;2-D

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydrotrioxides (HT), ROOOH, from isopentane, 1,4-dimethylcyclohexane, 1,3-dimethylcyclohexane, decalin and triphenylmethane were synthesized for the first time by low-temperature ozonation of the corresponding hydrocarbons on a silica surface. Thermal decomposition of hydrotrioxides is accompanied by the formation of radicals and by infrared and visible chemiluminescence (CL). In solution the HTs form self-associates and react reversibly with the solvent (acetone) producing Bayer-Villiger type intermediates (unsymmetrical dialkyl trioxides). These reactions cause a complex character of the decomposition kinetics of HTs, as evidenced by monitoring the dependence of CL intensity on time. Activation parameters of thermal decomposition of HTs show a compensation effect (logA vs E-A) which describes well the available experimental and theoretical data for the homolysis of organic trioxides, Copyright (C) 2000 John Wiley & Sons, Ltd.

引用

页码：87 / 96

页数：10

共 47 条

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