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Furaneol

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Furaneol[1]
Names
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
3D model (JSmol)
Abbreviations DMHF
ChemSpider
ECHA InfoCard 100.020.826 Edit this at Wikidata
UNII
  • InChI=1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3 checkY
    Key: INAXVXBDKKUCGI-UHFFFAOYSA-N checkY
  • InChI=1/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3
    Key: INAXVXBDKKUCGI-UHFFFAOYAH
  • O=C1C(\O)=C(/OC1C)C
Properties
C6H8O3
Molar mass 128.13 g/mol
Melting point 73-77 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  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