Acid-catalyzed oligomerization of glycerol investigated by electrospray ionization mass spectrometry

• Autor(a) principal: Medeiros,Miguel A.
• Data de Publicação: 2009
• Outros Autores: Araujo,Maria H., Augusti,Rodinei, Oliveira,Luiz C. A. de, Lago,Rochel M.
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Journal of the Brazilian Chemical Society (Online)
• Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000900015
• topic: electrospray ionization; mass spectrometry; glycerol; oligomerization; monitoring

Acid-catalyzed oligomerization of glycerol was investigated by direct infusion electrospray ionization mass spectrometry in the positive ion mode, i.e. ESI(+)-MS. The ESI(+)-MS data revealed that at 280 ºC and in acidic medium (pH 2), glycerol undergoes successive intermolecular condensations to produce oligomeric species, i.e. [(glycerol)n - (n - 1) H2O] (n = 2-5). These ESI(+)-MS data, in association with the information provided by IR, ¹H and 13C NMR analyses, indicated that these oligomers undergo intramolecular dehydrations to form miscellaneous products comprised mainly by cyclic compounds as well as alkenes and carbonylic derivatives (aldehydes and ketones).