Kinetics of base catalyzed racemization of ibuprofen enantiomers.
The kinetics of base catalyzed racemization of ibuprofen enantiomers has been studied in DMSO-water mixed medium. The dynamic equilibrium rate of keto-enol tautomerism leading to racemization of ibuprofen enantiomers, is proportional to the concentrations of base catalyst and substrate. A kinetic model capable of predicting the time course of racemization, under different base and substrate concentrations, is established and experimentally verified.
Yuchun
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X
Institute of Chemical Metallurgy, Chinese Academy of Sciences, 100080, Beijing, People's Republic of China. yexie@263.net
Huizhou
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L
Jiayong
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C
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry*; D002384:Catalysis; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D007052:Ibuprofen / Q000737:chemistry*; D007700:Kinetics; D008956:Models, Chemical; D011237:Predictive Value of Tests; D012972:Sodium Hydroxide / Q000737:chemistry*; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry
D000894:Anti-Inflammatory Agents, Non-Steroidal; D014867:Water; D012972:Sodium Hydroxide; D007052:Ibuprofen; D004121:Dimethyl Sulfoxide