Journal of the Chemical Society. Perkin transactions II p. 1751 - 1756 (1986)
Update date:2022-08-02
Topics:
Wan, Peter
Chak, Becky
The photosolvolysis of several methoxy-, dimethoxy-, and hydroxy-substituted benzyl alcohols has been studied in aqueous solution.The primary photochemical event is photodehydroxylation, to give a benzyl cation intermediate, which can be trapped by added external nucleophiles.The reaction is via the singlet excited state, based on observation of fluorescence quenching by hydronium ion in a complementary manner with acid catalysis of reaction observed for several derivatives.Solvent isotope effects on fluorescence efficiency and reaction for (7) and (8) provide additional support of singlet-state reactivity for these compounds.Dimethoxy-substituted alcohols are more reactive than monosubstituted compounds, with quantum yields of methanolysis of up to 0.31 for the most reactive compound, 2,6-dimethoxybenzyl alcohol (8).Using a kinetic argument, the quantum yields of the primary photodehydroxylation process has been estimated to be 1.0 +/- 0.1 for this compound.The results observed for the dimethoxy-substituted derivatives suggest the existence of additivity of substituent effects in these photodehydroxylation reactions.
View MoreChina Synchem Technology Co.,Ltd
website:http://www.cnsynchem.com
Contact:+86-0552-4929311
Address:No.217 Daqing Road
Shanghai Demand Chemical Co., ltd,China
Contact:86-021-55237578/55239122
Address:Room 3H, No.578, Yingkou Road, Yangpu District, Shanghai, China
Changzhou Sunsheng Chem Co., Ltd
Contact:+1-(989)-854-0648
Address:No. 28 Yinshan Rd., Xixiashu Industrial Park
LinHai Cina Chemical Co., LTD.
Contact:0576-85580989
Address:Pharma-chem zone,Duqiao,Linhai,Zhejiang,China
Shanghai Goyic Pharmaceutical&Chemical Co,. Ltd
Contact:+86-021-60275964
Address:No. 528 ruiqing road
Doi:10.1002/chem.201501583
(2015)Doi:10.1002/chem.201101321
(2011)Doi:10.1021/ja01867a037
(1940)Doi:10.1016/j.molstruc.2008.06.018
(2008)Doi:10.1021/ja01481a036
(1961)Doi:10.1002/ardp.19572900104
(1957)