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Abstract:

On the basis of previous and current studies, it has been possible to evaluate and compare the bond dissociation energies of the phenol (O-H) bond and of the methylene and methyl (C-H) bonds in Irganox (trade name) by means of electron paramagnetic resonance records of galvinoxyl-irganoxyl hydrogen transfer reaction equilibria. The bond dissociation enthalpy of the C-H methylene and methyl bonds in Irganox was found to be 339. 0 ± 3. 0 kJ/mol, very close to the previously found value of 340. 7 ± 3. 0 kJ/mol for the O-H bond of some benzyl-phenolic antioxidant. © Springer 2009.

Registro:

Documento: Artículo
Título:EPR equilibration measurement of the C-H bond enthalpy in the methylene groups of 1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene (Irganox)
Autor:Mendiara, S.N.; Coronel, M.E.J.
Filiación:Departamento de Química, Facultad de Ciencias Exactas y Naturales, Universidad Nacional de Mar del Plata, Funes 3350, 7600 Mar del Plata, Argentina
Gregorio Vélez 8075, La Florida, 7600 Mar del Plata, Provincia de Buenos Aires, Argentina
Idioma: Inglés
Palabras clave:Bond dissociation energies; Bond dissociation enthalpies; C-H bond; Electron paramagnetic resonance; Hydrogen-transfer reactions; Methylene groups; O-H bond; Phenolic antioxidant; Trade name; Trimethyl; Benzene; Dissociation; Electron resonance; Enthalpy; Paramagnetic resonance; Paramagnetism; Phenols; Hydrogen bonds
Año:2010
Volumen:38
Número:1
Página de inicio:19
Página de fin:24
DOI: http://dx.doi.org/10.1007/s00723-009-0110-7
Título revista:Applied Magnetic Resonance
Título revista abreviado:Appl. Magn. Reson.
ISSN:09379347
CODEN:APMRE
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09379347_v38_n1_p19_Mendiara

Referencias:

  • Mendiara, S.N., Coronel, M.E.J., (2008) Appl. Magn. Reson., 33, pp. 341-349
  • Pannell, J., (1962) Chem. Ind., pp. 1797-1800. , London
  • Mendiara, S.N., Coronel, M.E.J., (2006) Appl. Magn. Reson., 30, pp. 103-120
  • Mahoney, L.R., Ferris, F.C., da Rooge, M.A., (1969) J. Am. Chem. Soc., 91, pp. 3883-3889
  • Lucarini, M., Pedulli, G.F., Cipolone, M., (1994) J. Org. Chem., 59, pp. 5063-5070
  • Coronel, M.E.J., Colussi, A.J., (1994) J. Chem. Soc. Perkin Trans., 2, pp. 785-787
  • Coronel, M.E.J., Colussi, A.J., (1988) Int. J. Chem. Kinet., 20, pp. 749-752
  • Paulon, D.E., Coronel, M.E.J., (1998) J. Chem. Soc. Perkin Trans., 2, pp. 885-888
  • Lucarini, M., Mugnaini, V., Pedulli, G.F., (2002) J. Org. Chem., 67, pp. 928-931

Citas:

---------- APA ----------
Mendiara, S.N. & Coronel, M.E.J. (2010) . EPR equilibration measurement of the C-H bond enthalpy in the methylene groups of 1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene (Irganox). Applied Magnetic Resonance, 38(1), 19-24.
http://dx.doi.org/10.1007/s00723-009-0110-7
---------- CHICAGO ----------
Mendiara, S.N., Coronel, M.E.J. "EPR equilibration measurement of the C-H bond enthalpy in the methylene groups of 1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene (Irganox)" . Applied Magnetic Resonance 38, no. 1 (2010) : 19-24.
http://dx.doi.org/10.1007/s00723-009-0110-7
---------- MLA ----------
Mendiara, S.N., Coronel, M.E.J. "EPR equilibration measurement of the C-H bond enthalpy in the methylene groups of 1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene (Irganox)" . Applied Magnetic Resonance, vol. 38, no. 1, 2010, pp. 19-24.
http://dx.doi.org/10.1007/s00723-009-0110-7
---------- VANCOUVER ----------
Mendiara, S.N., Coronel, M.E.J. EPR equilibration measurement of the C-H bond enthalpy in the methylene groups of 1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene (Irganox). Appl. Magn. Reson. 2010;38(1):19-24.
http://dx.doi.org/10.1007/s00723-009-0110-7