CONFORMATIONAL-ANALYSIS OF METHYLSUCCINIC ACID BY H-1-NMR SPECTROSCOPY AND CIRCULAR-DICHROISM

被引：9

作者：

RETEY, J

HULL, WE

SNATZKE, F

SNATZKE, G

WAGNER, U

机构：

[1] RUHR UNIV BOCHUM,LEHRSTUHL STRUCT CHEM,D-4630 BOCHUM,FED REP GER

[2] BRUKER ANALYT MESSTECH GMBH,D-7512 RHEINSTETTEN 1,FED REP GER

来源：

TETRAHEDRON | 1979年 / 35卷 / 15期

关键词：

D O I：

10.1016/0040-4020(79)80008-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The pH-dependence of the 1H NMR and Circular Dichroism (CD) spectra of 2-methylsuccinic acid was investigated. Both spectra undergo dramatic changes between pH 4 and 6, where both carboxylic groups become ionized. From the coupling constants of the tertiary proton with the assigned1 diastereotopic methylene protons, it is concluded that below pH 4 the syn-clinal (2) and above pH 6 the anti-periplanar (1) conformation of methylsuccinic acid prevail. The diesters of methylsuccinic acid also assume mainly the syn-clinal conformation (2). The pH-dependence of the CD spectra is discussed in terms of conformation and/or ionization effects. © 1979.

引用

页码：1845 / 1849

页数：5

共 19 条

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