Levoglucosenone

Levoglucosenone
Names
Preferred IUPAC name
(1S,5R)-6,8-Dioxabicyclo[3.2.1]oct-2-en-4-one
Systematic IUPAC name
1,6-Anhydro-3,4-dideoxy-β-d-glycero-hex-3-enoyranos-2-ulose
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C6H6O3/c7-5-2-1-4-3-8-6(5)9-4/h1-2,4,6H,3H2/t4-,6+/m0/s1
    Key: HITOXZPZGPXYHY-UJURSFKZSA-N
  • C1[C@@H]2C=CC(=O)[C@H](O1)O2
Properties
C6H6O3
Molar mass 126.111 g·mol−1
Appearance yellow liquid
Density 1.304 g/cm3 (20 °C)
Boiling point 231 °C; 448 °F; 504 K
Vapor pressure 6.2 Pa (25 °C)
1.5065 (20 °C)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Levoglucosenone is an organic compound with the formula [OCH2(CH)4CO2]. A pale yellow liquid, it is an unsaturated bicyclic ketone-diether formed from levoglucosan by loss of two molecules of water. As a product of the acid-catalysed pyrolysis of cellulose, D-glucose, and levoglucosan, this liquid hydrocarbon is of interest as a biofuel and biofeedstock.