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Kinetic study of the nitrosation of 1,3‐dialkylureas in aqueous‐perchloric acid medium
Author(s) -
GonzálezAlatorre Guillermo,
GuzmánMaldonado Salvador H.,
EscamillaSilva Eleazar M.,
LoarcaPiña Guadalupe,
Benítez Carlos Hernández
Publication year - 2004
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.10192
Subject(s) - chemistry , nitrosation , perchloric acid , reactivity (psychology) , steric effects , nitrous acid , aqueous solution , substrate (aquarium) , kinetics , reaction rate constant , organic chemistry , stereochemistry , medicinal chemistry , medicine , oceanography , alternative medicine , physics , pathology , quantum mechanics , geology
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 waswhere K a 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
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