In the title compound, C 11 H 9 N 3 O, the three cyano groups, the C atom of one of the three methyl groups and the dihydrofuran ring atoms lie on a crystallographic mirror plane. A weak C-HÁ Á ÁN interaction results in one-dimensional chains.
Polymerization behavior of 2,5-bis(dicyanomethylene)- 2,5-dihydrofuran
✍ Scribed by Takahito Itoh; Masato Miyachi; Masataka Kubo
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 146 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0887-624X
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✦ Synopsis
2,5-Bis(dicyanomethylene)-2,5-dihydrofuran (TCNF) is not homopolymerizable with any initiators, but copolymerizable with styrene (St) in an alternating fashion. Reactivity of TCNF was compared with that of 2,5-bis(dicyanomethylene)-2,5dihydrothiophene (TCNT) on the basis of the terpolymerization of the TCNT-TCNF-St system and the rates of addition reactions of AIBN with TCNT and with TCNF. TCNF was found to be lower in reactivity than TCNT. The relative reactivity was explained with the energy difference between quinonoid structure and benzenoid one.
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