Application of high-resolution electrospray mass spectrometry for the elucidation of the disproportionation reaction of iodobenzene diacetate


Autoria(s): SILVA JR., Luiz F.; VASCONCELOS, Ramon S.; LOPES, Norberto P.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

19/10/2012

19/10/2012

2008

Resumo

Disproportionation reactions take place in solution of (diacetoxyiodo)benzene (DIB) in acetonitrile in the presence of water, giving iodine(V) and iodine(l) species. This redox reaction is accelerated by the presence of water and by increasing the temperature. Several species of the solution of DIB were identified by high-resolution ESI-MS/MS, which allowed the elucidation of the mechanisms of disproportionation for DIB in gas phase and in solution. Key species in the process are the dimers [PhI(CH)OlPh](+) at m/z 440.8864, [PhI(OAc)OlPh](+) at m/z 482.8947, and [PhI(O)(OAc)OlPh](+) at m/z 498.8887. (C) 2008 Elsevier B.V. All rights reserved.

FAPESP

CNPq

TWAS

Identificador

INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, v.276, n.1, p.24-30, 2008

1387-3806

http://producao.usp.br/handle/BDPI/19928

10.1016/j.ijms.2008.06.012

http://dx.doi.org/10.1016/j.ijms.2008.06.012

Idioma(s)

eng

Publicador

ELSEVIER SCIENCE BV

Relação

International Journal of Mass Spectrometry

Direitos

restrictedAccess

Copyright ELSEVIER SCIENCE BV

Palavras-Chave #electrospray mass spectrometry #ESI-MS #hypervalent iodine #disproportionation #iodobenzene diacetate #HYPERVALENT IODINE REAGENTS #RADICAL DECARBOXYLATIVE ALKYLATION #POLYVALENT IODINE #HETEROAROMATIC BASES #ORGANIC-CHEMISTRY #SPECIES PRESENT #OXIDATION #ALCOHOLS #FACILE #IODYLARENES #Physics, Atomic, Molecular & Chemical #Spectroscopy
Tipo

article

original article

publishedVersion