The Jaffé reaction. Part II. A kinetic study of the Janovsky complexes formed from creatinine(2-imino-1-methylimazolidin-4-one) and acetone
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 8,p. 853-857
- https://doi.org/10.1039/p29750000853
Abstract
Creatinine (2-imino-1-methylimazolidin-4-one) reacts with an alkaline solution of sodium picrate to form a Janovsky complex (the Jaffé reaction). Kinetic studies show that the mechanism at 25° is rate-determining attack of the creatinine anion on picrate. At 35° the rate-determining step may be proton abstraction. Acetone also forms a Janovsky complex with picrate by the same mechanism. Both complexes react further, probably to form 2 : 1 adducts. Reaction between creatinine and an alkaline solution of trinitrobenzene is very fast. The use of the Jaffé reaction for the quantitative estimation of creatinine is discussed critically.Keywords
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