Isomerization of halopolyfluoroalkanes by the action of aluminum chlorofluoride

被引:39
作者
Petrov, VA [1 ]
Krespan, CG [1 ]
Smart, BE [1 ]
机构
[1] Dupont Co, Cent Res & Dev, Expt Stn, Wilmington, DE 19880 USA
关键词
isomerization; halopolyfluoroalkanes; aluminum chlorofluoride;
D O I
10.1016/S0022-1139(98)00098-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A combination of aluminum chlorofluoride (ACF)/fluoroolefin is an effective catalytic system for isomerization of vic-dichloroperfluoroalkanes into gem-isomers. For example, the isomerization of 1,2-dichloro-F-propane in the presence of catalytic amounts of ACF and hexafluoropropene proceeds at 130 degrees C giving 2,2-dichloro-F-propane in high yield. This catalytic system is also effective for converting cyclic 1,2-dichloro-F-cycloalkanes into 1,1-dichloro-F-cycloalkanes. Dibromo-F-alkanes are more reactive and rearrange under the action of ACF alone at 25-100 degrees C. Primary monoiodo- and monobromo-F-alkanes in the presence of ACF are converted into secondary isomers in moderate yields. (C) 1998 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:125 / 130
页数:6
相关论文
共 16 条
[1]  
CHEPIK SD, 1991, IAN SSSR KH, P2611
[2]   REACTIONS OF TETRAFLUOROETHYLENE OLIGOMERS .1. SOME PYROLYTIC REACTIONS OF THE PENTAMER AND HEXAMER AND OF THE FLUORINE ADDUCTS OF THE TETRAMER AND PENTAMER [J].
COE, PL ;
SELLERS, SF ;
TATLOW, JC ;
FIELDING, HC ;
WHITTAKER, G .
JOURNAL OF FLUORINE CHEMISTRY, 1981, 18 (4-6) :417-439
[3]  
GOZZO F, 1983, Patent No. 79481
[4]  
KOPAEVICH YL, 1972, ZH VSES KHIM OVA+, V14, P236
[5]   Fluoroolefin condensation catalyzed by aluminum chlorofluoride [J].
Krespan, CG ;
Dixon, DA .
JOURNAL OF FLUORINE CHEMISTRY, 1996, 77 (02) :117-126
[6]  
KRESPAN CG, 1995, Patent No. 5416246
[8]   PREPARATION OF THE E AND Z-HEPTAFLUOROBUTENYL-2-ZINC REAGENT BY ZINC-INDUCED DEHALOGENATION METALATION OF 2,2-DIBROMOOCTAFLUOROBUTANE [J].
MORKEN, PA ;
CAMPBELL, RF ;
BURTON, DJ .
JOURNAL OF FLUORINE CHEMISTRY, 1994, 66 (01) :81-85
[9]   PREPARATION OF BETA, BETA-DIFLUORO-ALPHA-(TRIFLUOROMETHYL)STYRENES BY PALLADIUM-CATALYZED COUPLING OF ARYL IODIDES WITH PENTAFLUOROPROPEN-2-YLZINC REAGENT [J].
MORKEN, PA ;
BURTON, DJ .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (05) :1167-1172
[10]   PERFLUOROISOPROPYLCADMIUM AND COPPER - PREPARATION, STABILITY AND REACTIVITY [J].
NAIR, HK ;
BURTON, DJ .
JOURNAL OF FLUORINE CHEMISTRY, 1992, 56 (03) :341-351