Polarographic reduction of 1,5-diaza-4,8-dihydroxy-10-N-butyl penanthrene 2,6-dicarboxylic acid (ICI 74,917); simultaneous reduction of two electroactive centres
✍ Scribed by R.G. Cooper; P. Zuman
- Publisher
- Elsevier Science
- Year
- 1977
- Tongue
- English
- Weight
- 601 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0013-4686
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✦ Synopsis
Polarographic reduction of 1,5-diaza-4,8-dihydroxy-Len-butyl phenanthrene 2,6_dicarboxylic acid (I) (IC174,917) closely resembles that of Qhydroxyquinaldinic acid (II). Reduction of both compounds is accompanied by three acid-base equilibria that of the ester (III) by two. Reduction of the carboxaldehyde of (I) formed during the first two-electron step is affected by hydration of the aldehyde group. Simultaneous reduction of the two carboxylic groups of I indicates such orientation of I at the electrode surface which enables simultaneous reduction. Mutual interaction of the two substituted pyridine rings affects only slightly the reactivity in the electrode process.
Understanding of the reduction process enabled optimum conditions for polarographic analysis to be found.
When two identical electroactive groups (R) are present in an organic molecule R-A-R three types of behaviour have been distinguished [l].
The two groups R may interact so strongly that the behaviour of the compound R-A-R is so different from that of the parent compound