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Strukturaufklärung der bei der Addition von 2-Cyano-2-propylradikalen an p-Tolyl- und 4-Cyclohexylphenyl-methacrylat entstehenden Produkte mittels 1H NMR- und Massenspektren

✍ Scribed by Kämmerer, Hermann ;Pachta, Jiri ;Ullner, Helmut


Publisher
Wiley (John Wiley & Sons)
Year
1978
Weight
497 KB
Volume
179
Category
Article
ISSN
0025-116X

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✦ Synopsis


Abstract

The chromatographically pure products, gained on the suppression of polymerisation of p‐tolyl or 4‐cyclohexylphenyl methacrylates (1, 2) by a great excess of 2‐cyano‐2‐propyl radicals, could be isolated in a total yield of 95 to 100%. The structure of these products was established by ^1^H NMR and mass spectroscopy. There are p‐tolyl or 4‐cyclohexylphenyl 4‐cyano‐2‐(2‐cyano‐2‐propyl)‐2,4‐dimethylvalerate (1a, 2a), p‐tolyl or 4‐cyclohexylphenyl 2‐(2‐cyano‐2‐methylpropyl)acrylate (1b, 2b), p‐tolyl or 4‐cyclohexylphenyl 4‐cyano‐4‐methyl‐2‐(2‐cyano‐2‐methylpropyl)valerate (1c, 2c), p‐tolyl or 4‐cyclohexylphenyl 4‐cyano‐2,4‐dimethylvalerate (1d, 2d), and p‐tolyl or 4‐cyclohexylphenyl 4‐cyano‐2,4‐dimethyl‐2‐pentenoate (1e, 2e (2f)). It is possible to give a scheme of reactions on the suppression of the radical polymerisation.