Coffee furanone

Coffee furanone
Names
Preferred IUPAC name
2-Methyloxolan-3-one
Other names
2-Methyltetrahydrofuran-3-one; 2-Methyl-3-oxotetrahydrofuran; 2-Methyltetrahydro-3-furanone; Dihydro-2-methyl-3-furanone; 2-Methyldihydrofuran-3(2H)-one
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.019.715
UNII
  • InChI=1S/C5H8O2/c1-4-5(6)2-3-7-4/h4H,2-3H2,1H3
    Key: FCWYQRVIQDNGBI-UHFFFAOYSA-N
  • InChI=1/C5H8O2/c1-4-5(6)2-3-7-4/h4H,2-3H2,1H3
    Key: FCWYQRVIQDNGBI-UHFFFAOYAD
  • O=C1C(OCC1)C
Properties
C5H8O2
Molar mass 100.117 g·mol−1
Density 1.040 g/cm3 (20 °C)
Boiling point 139 °C (282 °F; 412 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Coffee furanone (2-methyltetrahydrofuran-3-one) is a pleasant smelling liquid furan derivative which is a volatile constituent of the aroma complex of roasted coffee. Coffee furanone is less odorous than furfuryl mercaptan, which with an odor threshold of 0.005 ppb was the first high impact aroma chemical, but has a very pleasant sweet caramel character, with some nuttiness.