Author:
Calf GE,Fisher BD,Garnett JL
Abstract
A new method for labelling
a wide range of cycloolefins (C5 to C10,)
with isotopic hydrogen is
described in detail. The method consists of exchange with deuterium chloride or
bromide in the presence of acetic acid at temperatures of 130�. The reaction is
an addition-elimination process. Under certain conditions with some compounds,
isomerization, rearrangement, and polymerization occur as side reactions. The
advantages and limitations of the present method for labelling
cycloolefins are discussed and compared with conventional
procedures such as Wilzbach gas irradiation for
tritium and metal-catalysed exchange for both hydrogen isotopes. Possible
mechanisms for the reaction are proposed.
Cited by
7 articles.
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