OXIDATION CHEMISTRY OF ADENINE AND HYDROXYADENINES AT PYROLYTIC-GRAPHITE ELECTRODES

被引：55

作者：

GOYAL, RN ^{[1
]}

KUMAR, A ^{[1
]}

MITTAL, A ^{[1
]}

机构：

[1] UNIV ROORKEE,DEPT CHEM,ROORKEE 247667,UTTAR PRADESH,INDIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1991年 / 09期

关键词：

D O I：

10.1039/p29910001369

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The electrochemical oxidation of adenine and hydroxyadenines has been studied in aqueous solutions in the pH range 3.0-11.2 using a pyrolytic graphite electrode. The initial course of the electrode reaction has been deduced to involve a 2e, 2H+ reaction to give 2- and not 8- hydroxyadenine, further oxidation of which gives 2,8-dihydroxyadenine and then diimine species which undergo a series of chemical reactions to give different products. The major products of oxidation at pH 3.0 {urea, alloxan [2,4,5,6(1H,3H)-pyrimidinetetrone] and parabanic acid (imidazolidinetrione)} and at pH 7.0 [allantoin (5-ureidohydantoin)] have been isolated using HPLC and column chromatography and their structures elucidated by spectroscopic techniques. The probable EC mechanisms for their formation have also been suggested.

引用

页码：1369 / 1375

页数：7