Structure elucidation of methylidene malonate 2.1.2 cyclic trimers with mass spectrometry, liquid chromatography and nuclear magnetic resonance investigations

Authors
Salvador, A Herbreteau, B Breton, P Bru, N Dreux, M
Citation
A. Salvador et al., Structure elucidation of methylidene malonate 2.1.2 cyclic trimers with mass spectrometry, liquid chromatography and nuclear magnetic resonance investigations, J PHARM B, 22(1), 2000, pp. 165-174
Citations number
12
Categorie Soggetti
Chemistry & Analysis
Journal title
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS
ISSN journal
07317085 → ACNP
Volume
22
Issue
1
Year of publication
2000
Pages
165 - 174
Database
ISI
SICI code
0731-7085(200002)22:1<165:SEOMM2>2.0.ZU;2-I
Abstract
The anionic polymerization of methylidene malonate 2.1.2. is able to yield four different molecule types. The major product obtained at pH 5.5 corresp onds to a trisubstituted cyclohexanone formed by a back-biting reaction. A mixture of four diastereoisomer couples due to the presence of three asymme tric carbon atoms was produced in the same proportion. These results were d educed from mass spectrometry (MS), liquid chromatography-MS (LC-MS) and H- 1 nuclear magnetic resonance (NMR) investigations. (C) 2000 Elsevier Scienc e B.V. All rights reserved.