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Fast and facile dissolution of cellulose with tetrabutylphosphonium hydroxide containing 40 wt% water

Mitsuru Abe1, Yukinobu Fukaya, Hiroyuki Ohno

  • 1Department of Biotechnology, Tokyo University of Agriculture and Technology, 2-24-16, Koganei, Tokyo 184-8588, Japan.

Chemical Communications (Cambridge, England)
|January 6, 2012
PubMed

Abstract:

Tetrabutylphosphonium hydroxide containing 40 wt% water dissolved 20 wt% cellulose at the final concentration within 5 minutes under mild stirring at 25 °C.

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Hydrolysis of acid halides is a nucleophilic acyl substitution reaction in which acid halides react with water to give carboxylic acids. The reaction occurs readily and does not require acid or a base catalyst.
As shown below, the mechanism involves a nucleophilic attack by water at the carbonyl carbon to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen π bond along with the departure of a halide ion. A final proton transfer step yields carboxylic acid...

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