Abstract

AbstractBicyclo[2.2.1]‐hept‐2‐ene‐5‐butylene was synthesized in 20% yield by reacting equimolar amounts of cyclopentadiene and 1,5‐hexadiene at 190°C. for 16 hr. The same product was obtained by forming the Diels‐Alder adduct of cyclopentadiene and allylchloride (60% yield), making this adduct react with magnesium to form the Grignard reagent (99% yield), and then coupling the Grignard reagent with allylbromide (46% yield). The monomer was polymerized at 25°C. by means of a LiAl(decyl)4‐TiCl catalyst. Infrared analysis of the polymer indicates that the monomer polymerizes as a substituted norbornylene and as a cycloalkane‐substituted alpha‐olefin. The polymer is soluble in benzene and softens at 150°C.

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