TY - JOUR
T1 - Anionic oligomerization of dimethyl itaconate
AU - Bachrach, Aryeh
AU - Tsur, Yoel
AU - Zilkha, Albert
PY - 1976
Y1 - 1976
N2 - Methanolic solutions of alkali metal and magnesium methoxides were used as initiators for the oligomerization of dimethyl itaconate in methanol, DMF and DMSO. The yield of oligomers was higher in the aprotic solvents. The oligomeric mixtures contained a preponderance of trimer, the structure of which was elucidated by mass spectrometry as a cyclohexane derivative. The oligomers contained no methoxyl end-groups, and initiation is postulated to be an acid-base reaction, in which the allylic hydrogen α- to the carbonyl is abstracted. This belief was supported by the fact that the use of sodium naphthalene and triethylamine as initiators gave the same oligomers. The trimer was tested as a plasticizer.
AB - Methanolic solutions of alkali metal and magnesium methoxides were used as initiators for the oligomerization of dimethyl itaconate in methanol, DMF and DMSO. The yield of oligomers was higher in the aprotic solvents. The oligomeric mixtures contained a preponderance of trimer, the structure of which was elucidated by mass spectrometry as a cyclohexane derivative. The oligomers contained no methoxyl end-groups, and initiation is postulated to be an acid-base reaction, in which the allylic hydrogen α- to the carbonyl is abstracted. This belief was supported by the fact that the use of sodium naphthalene and triethylamine as initiators gave the same oligomers. The trimer was tested as a plasticizer.
UR - http://www.scopus.com/inward/record.url?scp=49549131696&partnerID=8YFLogxK
U2 - 10.1016/0014-3057(76)90016-1
DO - 10.1016/0014-3057(76)90016-1
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AN - SCOPUS:49549131696
SN - 0014-3057
VL - 12
SP - 563
EP - 569
JO - European Polymer Journal
JF - European Polymer Journal
IS - 8
ER -