Structure elucidation of methylidene malonate 2.1.2 cyclic trimers with mass spectrometry, liquid chromatography and nuclear magnetic resonance investigations.
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 corresponds to a trisubstituted cyclohexanone formed by a back-biting reaction. A mixture of four diastereoisomer couples due to the presence of three asymmetric carbon atoms was produced in the same proportion. These results were deduced from mass spectrometry (MS), liquid chromatography MS (LC-MS) and 1H nuclear magnetic resonance (NMR) investigations.
Salvador
A
A
Institut de Chimie Organique et Analytique, UPRES A 6005, Université d'Orléans, France.
Herbreteau
B
B
Breton
P
P
Bru
N
N
Dreux
M
M
D002851:Chromatography, High Pressure Liquid; D004337:Drug Carriers; D006863:Hydrogen-Ion Concentration; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008314:Malonates / Q000737:chemistry*; D013058:Mass Spectrometry; D008970:Molecular Weight; D011095:Polyethylenes / Q000737:chemistry*; D013237:Stereoisomerism
D004337:Drug Carriers; D007202:Indicators and Reagents; D008314:Malonates; D011095:Polyethylenes; C091414:poly(methylidene malonate) 2.1.2