Revisiting the reaction of hydroxyl radicals with vicinal diols in water

被引:12
|
作者
Jiang, Dong [1 ]
Barata-Vallejo, Sebastian [2 ]
Golding, Bernard T. [1 ]
Ferreri, Carla [2 ]
Chatgilialoglu, Chryssostomos [2 ]
机构
[1] Newcastle Univ, Sch Chem, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England
[2] CNR, ISOF, I-40129 Bologna, Italy
关键词
AQUEOUS-SOLUTION; REARRANGEMENTS; ANTIOXIDANTS; MECHANISMS; GLYCOL;
D O I
10.1039/c1ob06538f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The carbonyl products of the reactions of hydroxyl radicals with three vicinal diols (ethane-1,2-diol, propane-1,2-diol and butane-2,3-diol) have been identified and quantified. Hydroxyl radicals were produced by gamma-radiolysis of N2O-saturated aqueous solutions. The reactions result in the formation of alkoxyl radicals (similar to 15%) followed by beta-fragmentation, and alpha-hydroxyl alkyl radicals that undergo H2O elimination. The latter process is part of a radical chain reaction at higher diol concentrations.
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页码:1102 / 1107
页数:6
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