Show simple item record

dc.contributor.authorJoll, Cynthia
dc.contributor.authorHuynh, Tran
dc.contributor.authorHeitz, Anna
dc.date.accessioned2017-01-30T13:33:52Z
dc.date.available2017-01-30T13:33:52Z
dc.date.created2010-11-17T07:05:02Z
dc.date.issued2003
dc.identifier.citationJoll, Cynthia and Huynh, Tran and Heitz, Anna. 2003. Off-line tetramethylammonium hydroxide thermochemolysis of model compound aliphatic and aromatic carboxylic acids: Decarboxylation of some ortho- and/or para- substituted aromatic carboxylic acids. Journal of Analytical and Applied Pyrolysis 70: pp. 151-167.
dc.identifier.urihttp://hdl.handle.net/20.500.11937/32919
dc.identifier.doi10.1016/S0165-2370(02)00129-8
dc.description.abstract

Tetramethylammonium hydroxide (TMAH) thermochemolysis was performed 'off-line' on a wide variety of aliphatic and aromatic carboxylic acids, as model compounds for moieties present in polymeric organic materials. Simple aliphatic carboxylic acids and some aromatic carboxylic acids afforded only products of full or partial methylation. Aromatic carboxylic acids with ortho and/or para substituents which contain an unshared pair of electrons on the atom connected to the ring and which are activating to electrophilic aromatic substitution (e.g. phenoxide, hydroxy, methoxy, amino) exhibited varying degrees of decarboxylation under standard reaction conditions. Detailed reaction mechanisms to explain the formation of all key products are presented in this paper. The extent of the decarboxylation was found to be dependent upon the mole ratio of TMAH to which the model compound was exposed: a reduction in the mole ratio of TMAH to model compound reducing or eliminating the formation of decarboxylation products. These results indicate that interpretation of product mixtures from TMAH thermochemolysis of polymeric organic matter, in particular the heterogeneous humic substances, must be made with caution and the origins of hydroxy- and methoxy-benzene products must be considered to include hydroxy- and methoxy-benzoic acids.

dc.publisherElsevier
dc.subjecttetramethylammonium hydroxide (TMAH)
dc.subjectreaction mechanisms
dc.subjectthermally assisted hydrolysis and methylation
dc.subjectbenzoic acids
dc.subjectgas chromatography -mass spectrometry (GC-MS)
dc.subjectthermochemolysis
dc.subjectpyrolysis -methylation
dc.subjecthumic substances
dc.subjectdecarboxylation
dc.subjectcarboxylic acids
dc.subjectmodel compounds
dc.titleOff-line tetramethylammonium hydroxide thermochemolysis of model compound aliphatic and aromatic carboxylic acids: Decarboxylation of some ortho- and/or para- substituted aromatic carboxylic acids
dc.typeJournal Article
dcterms.source.volume70
dcterms.source.startPage151
dcterms.source.endPage167
dcterms.source.issn0165-2370
dcterms.source.titleJournal of Analytical and Applied Pyrolysis
curtin.accessStatusFulltext not available
curtin.facultySchool of Science and Computing
curtin.facultyFaculty of Science and Engineering
curtin.facultyDepartment of Applied Chemistry


Files in this item

Thumbnail

This item appears in the following Collection(s)

Show simple item record