title: Dihydrolevoglucosenone (Cyrene) as a bio-based alternative for dipolar aprotic solvents.
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.
authors.affiliation: Green Chemistry Centre of Excellence, Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK. james.clark@york.ac.uk.
authors.forename: James
authors.initials: J
authors.lastname: Sherwood
authors.forename: Mario
authors.initials: M
authors.lastname: De bruyn
authors.forename: Andri
authors.initials: A
authors.lastname: Constantinou
authors.forename: Laurianne
authors.initials: L
authors.lastname: Moity
authors.forename: C Rob
authors.initials: CR
authors.lastname: McElroy
authors.forename: Thomas J
authors.initials: TJ
authors.lastname: Farmer
authors.forename: Tony
authors.initials: T
authors.lastname: Duncan
authors.forename: Warwick
authors.initials: W
authors.lastname: Raverty
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Hunt
authors.forename: James H
authors.initials: JH
authors.lastname: Clark
mesh_terms: D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D002482:Cellulose / Q000031:analogs & derivatives*; D054879:Halogenation; D008958:Models, Molecular; D012997:Solvents / Q000737:chemistry
chemical_list: D019086:Bridged Bicyclo Compounds, Heterocyclic; D012997:Solvents; D002482:Cellulose