113335-68-5Relevant academic research and scientific papers
REACTION OF ADAMANTANONE, DIAMANTANONE, AND THEIR DERIVATIVES WITH THIONYL CHLORIDE
Janku, Josef,Burkhard, Jiri,Vodicka, Ludek
, p. 2028 - 2034 (2007/10/02)
In reaction of adamantanone, diamantanone, and their chloro or oxo derivatives with thionyl chloride the oxo group is replaced with two chlorine atoms under formation of geminal dichloro derivatives.The presence of a chlorine atom or an oxo group in both ketones reduces the reaction rate.The reaction rate decreases with decreasing distance between the substituent and the carbonyl group.Ketones with chlorine atom in α- or β-axial position do not react with thionyl chloride.The reaction is accelerated by hydrogen chloride whereas in the presence of pyridine no reaction was observed.
REACTION OF 5-OXO-4-OXAHOMOADAMANTANE WITH THIONYL CHLORIDE
Janku, Josef,Burkhard, Jiri,Vodicka, Ludek
, p. 752 - 755 (2007/10/02)
On reaction with thionyl chloride 5-oxo-4-oxa-homoadamantane gives rise to a mixture of 4a-chloro- and 4e-chloro-2-adamantanone.The carbonyl group of chloroadamantane further reacts with thionyl chloride under formation of 2,2,4e-trichloroadamantane.In the same way adamantanone reacts with thionyl chloride, giving rise to 2,2-dichloroadamantane.
