Selective Hydrogen Chloride Elimination from Primary Chlorides Induced by the Fluoride Anion. Anchimeric participation of the chloromethyl group in the heterolytic opening of an epoxide. Stereospecific syntheses of 5,6-bis (methylidene)-syn-2-norbornen-7-ol and 5,6-bis (methylidene)-endo-3-chloro-exo-2-norbornanol

1979 ◽  
Vol 62 (2) ◽  
pp. 511-524 ◽  
Author(s):  
Andr� Chollet ◽  
Jean-Pierre Hagenbuch ◽  
Pierre Vogel
Keyword(s):  
Hydrogen Chloride ◽  
Fluoride Anion ◽  
Chloromethyl Group ◽  
Chloride Elimination

The kinetics and mechanisms of the gas phase pyrolyses of exo-2-norbornyl chloride and cyclopentyl chloride

1979 ◽  
Vol 57 (19) ◽  
pp. 2621-2625 ◽  
Author(s):  
J. L. Holmes ◽  
D. L. McGillivray ◽  
D. Yuan
Keyword(s):  
Gas Phase ◽  
Hydrogen Chloride ◽  
Isotope Effect ◽  
Deuterium Isotope Effect ◽  
Temperature Range ◽  
Elimination Reactions ◽  
Chloride Elimination ◽  
Kinetics Of

The gas phase pyrolyses of exo-2-norbornyl chloride and cyclopentyl chloride were studied in the temperature range 570–670 K. The results obtained show that these compounds behave as typical secondary halides insofar as the kinetics of their hydrogen chloride elimination reactions are concerned. Labelling experiments showed that in the formation of both norbornene and cyclopentene, a cis-1,2 elimination with a deuterium isotope effect of ∼3 was involved. Nortricyclene also was produced from exo-2-norbornyl chloride, via a trans 1,3 elimination; this process is analogous to a fragmentation of the ionized molecule. No gas phase Wagner–Meerwein rearrangement was involved in the formation of either norbornene or nortricyclene.

ChemInform Abstract: Regiospecific Hydrogen Chloride Elimination from α,β- Dichloroalkyl Phenyl Sulfides.

ChemInform ◽  
2010 ◽  
Vol 26 (23) ◽  
pp. no-no
Author(s):  
F. BELLESIA ◽  
F. GHELFI ◽  
U. M. PAGNONI ◽  
A. PINETTI
Keyword(s):  
Hydrogen Chloride ◽  
Chloride Elimination

ChemInform Abstract: HYDROGEN CHLORIDE ELIMINATION FROM PRIMAR

1979 ◽  
Vol 10 (22) ◽  
Author(s):  
A. CHOLLET ◽  
J.-P. HAGENBUCH ◽  
P. VOGEL
Keyword(s):  
Hydrogen Chloride ◽  
Chloride Elimination
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