Furaneol

Furaneol[1]
IUPAC name 4-Hydroxy-2,5-dimethyl-3-furanone
Other names  • 4-Hydroxy-2,5-dimethyl-3(2H)-furanone  • Alletone  • Pineapple ketone  • Strawberry furanone  • Dimethylhydroxy furanone
Identifiers
Abbreviations	DMHF
CAS number	3658-77-3 Y
PubChem	19309
ChemSpider	18218 Y
UNII	20PI8YZP7A Y
Jmol-3D images	Image 1
SMILES O=C1C(\O)=C(/OC1C)C
InChI InChI=1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3 Y Key: INAXVXBDKKUCGI-UHFFFAOYSA-N Y InChI=1/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3 Key: INAXVXBDKKUCGI-UHFFFAOYAH
Properties
Molecular formula	C6H8O3
Molar mass	128.13 g/mol
Melting point	73-77 °C
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Furaneol, or strawberry furanone, is a natural organic compound used in the flavor and perfume industry because of its sweet strawberry aroma.^[2] It is actually found in strawberries^[3] and a variety of other fruits and it is partly responsible for the smell of fresh pineapple.^[4] It is also important for odour of buckwheat,^[5] and tomato.^[6]

References

1. ^ 4-Hydroxy-2,5-dimethyl-3(2H)-furanone at Sigma-Aldrich
2. ^ Strawberry furanone at thegoodscentscompany.com
3. ^ Ulrich, D. et al. 1995. Analysis of strawberry flavour - Quantification of the volatile components of varieties of cultivated and wild strawberries. Z. Lebensm. UNters. Forsch. 200:217-220
4. ^ Tokitomo Y, Steinhaus M, Büttner A, Schieberle P (2005). "Odor-active constituents in fresh pineapple (Ananas comosus [L.] Merr.) by quantitative and sensory evaluation". Biosci. Biotechnol. Biochem. 69 (7): 1323–30. doi:10.1271/bbb.69.1323. PMID 16041138. 
5. ^ Janes D, Kantar D, Kreft S, Prosen H (2008). "Identification of buckwheat (Fagopyrum esculentum Moench) aroma compounds with GC-MS". Food Chemistry 112: 120. doi:10.1016/j.foodchem.2008.05.048. 
6. ^ Buttery, R.G. et al. 2001. Analysis of furaneol in tomato using dynamic headspace sampling with sodium sulfate. J. Agric. Food Chem. 49:4349-4351