1983Canadian Journal of ChemistryOpen access

Kinetic β-deuterium isotope effects for solvolysis of 1-methyl cyclopentyl chloride in an ethanol+ water mixture

R. E. Robertson, Edward Wong, John M. Scott, Michael J. Blandamer, Rehmat Ali Khan, Clive Johnson

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Abstract

Kinetic data are reported for the solvolysis of 1-methyl cyclopentyl chloride in a 50% by volume ethanol+ water mixture. These data are combined with kinetic data for solvolysis of three deuterated analogues; 1-methyl-d3 cyclopentyl chloride, 1-methyl-2,2,5,5-d4 cyclopentyl chloride, and 1-methyl-d3-2,2,5,5-d4 cyclopentyl chloride, being the d3d4, and d7, derivatives respectively. The kinetic data are used to calculate the kinetic deuterium isotope effect, kH/kD. For these systems, the d7-isotope effect is close to the product of the d3 and d4 effects.

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Kinetic data are reported for the solvolysis of 1-methyl cyclopentyl chloride in a 50% by volume ethanol+ water mixture. These data are combined with kinetic data for solvolysis of three deuterated analogues; 1-methyl-d3 cyclopentyl chloride, 1-methyl-2,2,5,5-d4 cyclopentyl chloride, and 1-methyl-d3-2,2,5,5-d4 cyclopentyl chloride, being the d3d4, and d7, derivatives respectively. The kinetic data are used to calculate the kinetic deuterium isotope effect, kH/kD. For these systems, the d7-isotope effect is close to the product of the d3 and d4 effects.

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Available abstract

Kinetic data are reported for the solvolysis of 1-methyl cyclopentyl chloride in a 50% by volume ethanol+ water mixture. These data are combined with kinetic data for solvolysis of three deuterated analogues; 1-methyl-d3 cyclopentyl chloride, 1-methyl-2,2,5,5-d4 cyclopentyl chloride, and 1-methyl-d3-2,2,5,5-d4 cyclopentyl chloride, being the d3d4, and d7, derivatives respectively. The kinetic data are used to calculate the kinetic deuterium isotope effect, kH/kD. For these systems, the d7-isotope effect is close to the product of the d3 and d4 effects.

Key concepts: Solvolysis, Chemistry, Kinetic isotope effect, Deuterium, Chloride, Kinetic energy, Ethanol, Hydrogen chloride

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