695-02-3Relevant articles and documents
-
Dean,F.H. et al.
, p. 2279 - 2283 (1967)
-
Regio- and stereochemical aspects of bromochlorination of norbornene
Zyk,Beloglazkina,Tyurin,Grishin
, p. 2220 - 2225 (2007/10/03)
Bromochlorination of norbornene whose chemo- and regio-selectivity is determined by the type of the halogenating reagent used was studied. Three isomeric bromochloronorbornanes (2-endo-bromo-3-exo-chloro-, 2-exo-bromo-3-endo-chloro-, and 2-exo-bromo-7-syn-chlorobicyclo[2.2.1.]heptanes), 2-exo-7-syn- and 2-exo-7-anti-dibromo- and -dichloro-norbornanes, and 2-bromonortricyclane were isolated and characterized by 1H and 13C NMR spectra. The spectral and structural characteristics of the resulting compounds are discussed.
Efficient Utilization of Tetrabutylammonium Bifluoride in Halofluorination Reactions
Camps, F.,Chamorro, E.,Gasol, V.,Guerrero, A.
, p. 4294 - 4298 (2007/10/02)
The halofluorination reaction of a variety of alkenes by using tetrabutylammonium bifluoride (TBABF) in the presence of N-halosuccinimide is described.This process occurs stereospecifically to afford anti addition products, and with unsymmetrical olefins a marked Markovnikov-type regioselectivity is observed.In some cases, formation of a remarkable amount of the corresponding dihalo derivatives was found, but this undesirable side reaction can be avoided by using N-iodosucciniumide (NIS) as halogenating agent.If N-bromosuccinimide (NBS) or N-chlorosuccinimide (NCS) is utilized, these dihalo compounds can be easily removed from the halofluorinated compounds by simple column chromatography on silica gel.A mechanism for this side reaction is postulated.
Synthese und Hydrolyse von 6endo-substituierten p-Toluolsulfonsaeure-estern.
Grob, Cyril A.,Guenther, Bettina,Hanreich, Reinhard
, p. 2288 - 2298 (2007/10/02)
The Synthesis and Hydrolysis of 6endo-Substituted 2endo-Norbornyl p-Toluenesulfonates; The hydrolysis products of the p-toluenesulfonates of several hitherto unknown 6endo-substituted 2endo-norbornanols have been determined.