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Reactions of hydroxymethyl derivatives of uric acid with oxiranes: Recognition of mechanism based on kinetic studies
Author(s) -
Lubczak Jacek
Publication year - 2006
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.20167
Subject(s) - chemistry , hydroxymethyl , formaldehyde , ethylene oxide , propylene oxide , reaction rate constant , kinetic energy , reaction mechanism , ethylene , organic chemistry , polymer chemistry , medicinal chemistry , kinetics , catalysis , copolymer , physics , quantum mechanics , polymer
Kinetic and mechanistic studies on the reaction between 1 equivalent of 1,3,7,9‐tetrakis(hydroxymethyl) ureate with 1 equivalent of oxirane (ethylene oxide or propylene oxide) are presented. This study led to recognition of the mechanism of reaction. It has been found that during the reaction the release of formaldehyde from hydroxymethyl groups blocked with oxirane occurs. The formaldehyde is consequently bound to the end of etherol chain. Owing to this rearrangement, the amount of formaldehyde remains constant during the process. © 2006 Wiley Periodicals, Inc. Int J Chem Kinet 38: 345–350, 2006