Kinetic study of the nitrosation of 1,3-dialkylureas in aqueous-perchloric acid medium

The kinetics of the nitrosation of 1,3‐dimethyl (DMU), 1,3‐diethyl (DEU), 1,3‐dipropylurea (DPU), 1,3‐dibuthyl (DBU), and 1,3‐diallylurea (DAU) were studied in a conventional UV/vis spectrophotometer in aqueous‐perchloric acid media. The kinetic study was carried out using the initial rate method. T...

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Published in:International journal of chemical kinetics 2004-05, Vol.36 (5), p.273-279
Main Authors: González-Alatorre, Guillermo, Guzmán-Maldonado, Salvador H., Escamilla-Silva, Eleazar M., Loarca-Piña, Guadalupe, Benítez, Carlos Hernández
Format: Article
Language:English
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Summary:The kinetics of the nitrosation of 1,3‐dimethyl (DMU), 1,3‐diethyl (DEU), 1,3‐dipropylurea (DPU), 1,3‐dibuthyl (DBU), and 1,3‐diallylurea (DAU) were studied in a conventional UV/vis spectrophotometer in aqueous‐perchloric acid media. The kinetic study was carried out using the initial rate method. The reaction rate observed was where Ka is the acidity constant of nitrous acid. The diureas exhibited the reactivity order DMU ≫ DEU > DPU > DAU, which can be interpreted as a function of the steric impediment generated by the R alkyl group in the rate controlling step. A probable relationship between both the chemical reactivity and structure of the nitrosable substrate with the biological activity of the N‐nitroso compounds generated is proposed. © 2004 Wiley Periodicals, Inc. Int J Chem Kinet 36: 273–279, 2004
ISSN:0538-8066
1097-4601
DOI:10.1002/kin.10192