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8685587 
Journal Article 
Consecutive hydrogenation of the double bonds of 1,3-cyclohexadiene and its irreversible catalysis on platinum and palladium blacks 
Freidlin, LK; Polkovnikov, BD; Egorov, YP 
1959 
Bulletin of the Academy of Sciences of the USSR. Division of Chemical Science
ISSN: 0568-5230 
876-881 
English 
1. A study was made of the character (stagewise or simultaneous) of the hydrogenation of the double bonds of 1,3-cyclohexadiene and its irreversible catalysis over platinum and palladium blacks. 2. In presence of platinum or palladium black in alcohol or in heptane at 25° the double bonds of 1,3-cyclohexadiene are hydrogenated successively. The whole of the 1,3-cyclohexadiene is first converted into cyclohexene, and then this product begins to take up hydrogen with formation of cyclohexane. 3. The hydrogenation of 1,3-cyclohexadiene is accompanied by a hydrogen-redistribution reaction with formation of cyclohexene and benzene. 4. The relative rates of the hydrogenation and irreversible-catalysis reaction depend on the nature of the catalyst. In presence of platinum black hydrogenation predominates, and in presence of palladium black irreversible catalysis predominates. 1960 Consultants Bureau.