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Syntheses and Comparison of 2,6-Di-O-methyl Celluloses from Natural and Synthetic Celluloses

✍ Scribed by Hiroshi Kamitakahara; Andreas Koschella; Yuji Mikawa; Fumiaki Nakatsubo; Thomas Heinze; Dieter Klemm


Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
286 KB
Volume
8
Category
Article
ISSN
1616-5187

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✦ Synopsis


Abstract

2,6‐Di‐O‐methylcellulose was prepared from natural and synthetic celluloses. Natural cellulose was converted to 2,6‐di‐O‐thexyldimethylsilylcellulose, then to 3‐mono‐O‐allyl‐2,6‐di‐O‐methylcellulose, and finally into 2,6‐di‐O‐methylcellulose. Alternatively, 2,6 di‐O‐methylcellulose was synthesized from the synthetic cellulose derivative 3‐mono‐O‐benzyl‐2,6‐di‐O‐pivaloylcellulose by depivaloylation and methylation to give 3‐mono‐O‐benzyl‐2,6‐di‐O‐methylcellulose, which was debenzylated to yield the dimethyl ether. Both types of 2,6‐di‐O‐methylcellulose are insoluble in water and common organic solvents. The structures of all cellulose derivatives were determined by NMR.

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