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8685370 
Journal Article 
Exchange of hydrogen atoms of saturated cyclic hydrocarbons with sulfuric acid 
Setkina, VN; Kursanov, DN; Liberman, AL 
1954 
Bulletin of the Academy of Sciences of the USSR. Division of Chemical Science
ISSN: 0568-5230 
89-94 
English 
1. A study has been made of the hydrogen-exchange reaction occurring when heavy sulfuric acid reacts with saturated cyclic hydrocarbons(cyclohexane, methylcyclohexane, 1,1-dimethyleyclohexane, 1,4-dimethylcyelohexane, 1-ethyl-4-merhylcyclohexane, eyclopentane, methylcyclopentane, and cis- and trans -decahydronaphthalenes). 2. It has been established that monocyclic hydrocarbons containing tertiary carbon atoms (methylcyclohexane, 1,4-d:methyloyclohexane, 1-ethyl-4-methylcyclohexane, and methylcyclopentane) undergo hydrogen exchange, equilibrium being established in a few hours at room temperature. 3. It has been Found that no hydrogen exchange is to be observed between heavy sulfuric acid and cis- and trans-decahydronaphthalenes, 4. It has been established that, when a mixture of a hydrocarbon containing a tertiary carbon atom with a hydrocarbon that does not contain a tertiary carbon atom is treated with heavy sulfuric acid, only the hydrocarbon containing the tertiary carbon atom takes part in hydrogen exchange. 1954 Consultants Bureau, Inc.