Reactions of perchlorofluoro compounds IV. The reaction of 1,1-dichlorohexafluoro-1-butene with some nucleophiles

✍ Scribed by Chang-Ming Hu; Ze-Qi Xu

• Publisher: Elsevier Science
• Year: 1989
• Tongue: English
• Weight: 423 KB
• Volume: 42
• Category: Article
• ISSN: 0022-1139
• DOI: 10.1016/s0022-1139(00)83968-8

✦ Synopsis

Reactions

of CF3CF2CF=CC12 ( ) 1 with various nucleophiles such as MeO-, PhO-, NH3, n-C4HgMgBr and n-C4HgS-were studied. Contrary to a prior report [31, the addition is bidirectional and except for PhO-, nucleophiles would rather attack the CF= site (path 1) than the =CC12 site (path 2), no matter whether the base is soft or hard. PhO-attacked both sites at nearly 1:l ratio. Temperature had little effect on the direction of MeO-attack, but solvents could change its reaction rate and the distribution of products. Compared with CF2=CFCF2CFC12 (2 ) and CF3CF=CFCFC12 (trans, 3), preliminary experiments indicated that the order of reactivity increases along with the series of 1<3<2.