82947-39-5

Upstream product

• 625-65-0 2,4-dimethyl-2-pentene 
• 1113-69-5 1,1-dicyano-2,2-bis(trifluoromethyl)ethene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 1165952-92-0 cyclohexa-1,4-diene 

Relevant academic research and scientific papers

Diels-alder reactions with 2,2-bis (trifluoromethyl)-ethylene-1,1-dicarbonitrile as dienophile

In the cycloadditions of the title compound BTF to methylated and phenylated butadienes, NMR spectra of adducts allow to draw the demarcation line between [4+2] and [2+2] cycloadditions. 1-Substituted butadienes accept BTF in the direction less hindered by the bulky CF3groups. In rate comparison with TCNE, BTF shows electronic acceleration and steric deceleration.

Substitutions and dehydrogenations by 2,2-bis(trifluoromethyl)-ethylene-1,1-dicarbonitrile via hydride abstraction

Substitution of benzylic H by the title compound (BTF) gives rise to products with -CH(CF3)2 terminus exclusively; an intermediate benzylic ion pair results from hydride transfer. Instead of ion recombination, proton transfer may be the concluding step generating dehydrogenation products and 2,2-bis(trifluoromethyl)ethane-1,1-dicarbonitrile.