Bromination of regenerated chitin with N-bromosuccinimide and triphenylphosphine under homogeneous conditions in lithium bromide-N,N-dimethylacetamide

How Tseng, Ken-ichi Furuhata, Munenori Sakamoto

研究成果: 雜誌貢獻文章

28 引文 (Scopus)

摘要

Chitin regenerated from LiCl-N,N-dimethylacetamide (DMA) was found to dissolve in 10 g/dL LiBr-DMA. The bromination of the regenerated chitin proceeded to a large extent (DS by bromine up to 0.94) with equimolar amounts of N-bromosuccinimide and triphenylphosphine under homogeneous conditions in LiBr-DMA at 50–90°C. 13C NMR spectroscopy of brominated products and GLC-MS analysis of their hydrolyzates showed that the bromine substitution took place regioselectively at C-6 of the chitin repeating units. Polymer chain scission occurred to some extent during the bromination, more extensively at higher temperatures with higher concentrations of reagents.
原文繁體中文
頁(從 - 到)149-161
頁數13
期刊Carbohydrate Research
270
發行號2
DOIs
出版狀態已發佈 - 1995
對外發佈Yes

引用此文

Bromination of regenerated chitin with N-bromosuccinimide and triphenylphosphine under homogeneous conditions in lithium bromide-N,N-dimethylacetamide. / Tseng, How; Furuhata, Ken-ichi ; Sakamoto, Munenori .

於: Carbohydrate Research, 卷 270, 編號 2, 1995, p. 149-161.

研究成果: 雜誌貢獻文章

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abstract = "Chitin regenerated from LiCl-N,N-dimethylacetamide (DMA) was found to dissolve in 10 g/dL LiBr-DMA. The bromination of the regenerated chitin proceeded to a large extent (DS by bromine up to 0.94) with equimolar amounts of N-bromosuccinimide and triphenylphosphine under homogeneous conditions in LiBr-DMA at 50–90°C. 13C NMR spectroscopy of brominated products and GLC-MS analysis of their hydrolyzates showed that the bromine substitution took place regioselectively at C-6 of the chitin repeating units. Polymer chain scission occurred to some extent during the bromination, more extensively at higher temperatures with higher concentrations of reagents.",
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