化学学报 ›› 1983, Vol. 41 ›› Issue (4): 375-379. 上一篇    下一篇

研究论文

四氟乙烯齐聚体的反应: II.四氟乙烯五聚体和烯丙醇的反应及反应产物的转化

陈立佛;王均环   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1983-04-15

The reaction ov oligomers of tetrafluoroethylene II: The reaction of the tetrafluoroethylene pentamer with allyl alcohol and the chemical transformation of reaction products.

CHEN LIFU;WANG JUNHUAN   

  • Published:1983-04-15

关键词: 取代反应, 四氟乙烯, 亲核反应, 齐聚物, 丙烯醇

The reaction of perfluoro- (3, 4-dimethyl-3-ethylhexene-(2)) (1) with allyl alcohol under different conditions gave different products. Compound 1 reacted with sodium allyl alcoholate yielding 2-(1'-allyloxy-tetrafluoroethyl)-perfluoro(3-methyl-3-ethylpentene- (1))(2). In the presence of triethylamine, 1 reacted with allyl alcohol to give 2-allyloxy-perfluoro (3, 4-dimethy1-4-ethylhexene- (2))(3), and in the presence of acetone and K2CO3 to give compound 4. These reactions all gave allyl-3-trifluoromethyl-3- pentafluoroethyl-2,2-dihydro-pentafluorovalerate (5a) as byproduct. Compound 1 reacted with allyl alcohol in the presence of triethylamine at 20-22`C to give 2, at 30-35`C to give a mixture of 2 and 3 and at 35-40`C to give a mixture of 3 and 5a respectively. Compound 2 was transformed to compound 4 in acetone and in the psesence of K2CO3, \o\ compound 5a or 5b in the corresponding alcohol and to compound 6 on reacting with dimethylamine. Compound 2 as well as 3 was converted to perfluoro-(3-ethyl-2,3,4,5- tetramethyl-2,3-dihydrofuran) (7) by KF in sulpholane.

Key words: SUBSTITUTION REACTION, TETRAFLUORO ETHYLENE, NUCLEOPHILIC REACTION, OLIGOMER, PROPENOL

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