Please use this identifier to cite or link to this item: https://doi.org/10.1021/bm049672y
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dc.titlePreparation of C-6 substituted chitin derivatives under homogeneous conditions
dc.contributor.authorZou, Y.
dc.contributor.authorKhor, E.
dc.date.accessioned2014-10-16T08:37:57Z
dc.date.available2014-10-16T08:37:57Z
dc.date.issued2005-01
dc.identifier.citationZou, Y., Khor, E. (2005-01). Preparation of C-6 substituted chitin derivatives under homogeneous conditions. Biomacromolecules 6 (1) : 80-87. ScholarBank@NUS Repository. https://doi.org/10.1021/bm049672y
dc.identifier.issn15257797
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/94602
dc.description.abstractTosylation of chitin under homogeneous conditions was achieved by the reaction of tosyl chloride with chitin in a DMAc/LiCl solvent system. The resultant tosyl - chitin was fully N-acetylated with acetic anhydride in methanol. The fully acetylated tosyl - chitin was subsequently reacted with the sodium salts of ethyl p-hydroxybenzoate, diethyl malonate, and diethyl phosphite in DMAc to give the corresponding chitin derivatives of 6-O-ethyl benzoate - chitin, 6-deoxy-diethyl malonate - chitin, and 6-(deoxydiethyl) phosphite - chitin, respectively. Subsequent hydrolysis of the chitin - ester derivatives with tert-butoxide in dimethyl sulfoxide (DMSO) generated 6-O-carboxyphenyl - chitin and 6-(deoxydicarboxy)methyl - chitin. The structures of the chitin derivatives were assessed by FT-IR, 13C NMR, and 31P NMR, while the degree of substitution of the SN2 reaction was estimated by elemental analysis. All the chitin derivatives were found to be soluble or swellable in water, DMAc, or DMSO. © 2005 American Chemical Society.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1021/bm049672y
dc.sourceScopus
dc.typeArticle
dc.contributor.departmentCHEMISTRY
dc.description.doi10.1021/bm049672y
dc.description.sourcetitleBiomacromolecules
dc.description.volume6
dc.description.issue1
dc.description.page80-87
dc.description.codenBOMAF
dc.identifier.isiut000226344300013
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