Published in
Royal Society of Chemistry, Chemical Communications, 68(50), p. 9650
DOI: 10.1039/c4cc04133j
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Dihydrolevoglucosenone (Cyrene) as a bio-based alternative for dipolar aprotic solvents
Journal article published in 2014 by
James Sherwood,
Mario De bruyn,
Andri Constantinou,
Laurianne Moity,
C. Rob McElroy 
,
C. Rob McElroy,
Thomas J. Farmer ,
Tony Duncan,
Warwick Raverty,
Andrew J. Hunt,
James H. Clark
,
C. Rob McElroy,
Thomas J. Farmer ,
Tony Duncan,
Warwick Raverty,
Andrew J. Hunt,
James H. Clark
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Abstract
Dihydrolevoglucosenone (Cyrene) is a bio-based molecule, derived in two simple steps from cellulose, which demonstrates significant promise as a dipolar aprotic solvent. The dipolarity of dihydrolevoglucosenone is similar to NMP, DMF and sulpholane. Dihydrolevoglucosenone demonstrates similar performance to NMP in a fluorination reaction and the Menschutkin reaction.