Journal
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
Volume 174, Issue 1-2, Pages 159-168Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/S1381-1169(00)00316-2
Keywords
dehydration; catalysis; mechanism; 1-methylcyclohexanol; zirconium phosphate
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The heterogeneous gas-phase dehydration of the tertiary alcohol, 1-methylcyclohexanol, and the secondary alcohol, cyclohexanol, over metal(IV) phosphate catalysts proceed at approximately equal rates. Under these conditions, cyclohexanol is known to react through a carbocationic mechanism. However, through use of deuterium-labelled substrates, it has now been shown that some of the major product (1-methylcyclohexene) from dehydration of 1-methylcyclohexanol arises by loss of hydrogen from the methyl group by a synchronous mechanism. The labelling results are consistent with either a synchronous or, more likely, a mixed synchronous/carbocationic mechanism. (C) 2001 Elsevier Science B.V. All rights reserved.
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