The Journal of Organic Chemistry

Dimethyl 1, 1-dicyanoethene-2, 2-dicarboxylate, a new electrophilic olefin

HK Hall Jr, RC Sentman

Index: Hall, H. K.; Sentman, R. C. Journal of Organic Chemistry, 1982 , vol. 47, # 23 p. 4572

Full Text: HTML

Citation Number: 20

Abstract

Dimethyl l, l-dicyanoethene-2, 2-dicar~~~ te (DDED), a new electrophilic tetrasubstituted olefin, wa~ synthesized via a Knoevenagel condensation. DDED spontaneously copolymerizes with electron-rich olefins such as styrene and p-methylstyrene. In the copolymerization, the bulky growing styryl radicals add to the dicyano-bearing carbon of DDED. Cyclobutane adducta are obtained in thermal reactions with styrene, p- ...