Deuterium and tritium labeling of (3-xenyl)cyclohexane by Clemmensen and Wolff-Kishner reduction.
Tritium-labeling of (3-xenyl)cyclohexane was investigated by deuterium-labeling on Clemmensen and Wolff-Kishner reduction of 2-(3-xenyl)cyclohexane. Deuterium-labeling by the Clemmensen reduction was proved to be accompanied by isotope exchange via acid-catalyzed enolyzation of the carbonyl group. Thus, the labeled (3-xenyl)cyclohexane was a mixture of compounds with various numbers of deuterium atoms. Labeling by the modified Wolff-Kishner reduction gave a mixture of compounds labeled predominantly at position 2.
Fukuoka
M
M
Division of Biological Chemistry, National Institute of Hygienic Sciences, Tokyo, Japan.
Tanaka
A
A
Nishimaki-Mogami
T
T
D003510:Cyclohexanes; D003903:Deuterium; D007553:Isotope Labeling / Q000379:methods*; D014316:Tritium
D003510:Cyclohexanes; D014316:Tritium; C056592:3-(1,1-biphenyl)cyclohexane; D003903:Deuterium