Names | |
---|---|
IUPAC name
4-Hydroxy-2,5-dimethyl-3-furanone
| |
Other names
| |
Identifiers | |
| |
3D model (
JSmol)
|
|
Abbreviations | DMHF |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.020.826 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C6H8O3 | |
Molar mass | 128.127 g·mol−1 |
Melting point | 73 to 77 °C (163 to 171 °F; 346 to 350 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Furaneol, or strawberry furanone, is an organic compound used in the flavor and perfume industry. It is formally a derivative of furan. It is a white or colorless solid that is soluble in water and organic solvents. [2]
Although malodorous at high concentrations, it exhibits a sweet strawberry aroma when dilute. [2] It is 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 an important component of the odours of buckwheat, [5] and tomato. [6] Furaneol accumulation during ripening has been observed in strawberries and can reach a high concentration of 37 μg/g. [7]
Furaneol has two enantiomers, (R)-(+)-furaneol and (S)-(−)-furaneol. The (R)-form is mainly responsible for the smell. [8]
(S)-configuration |
(R)-configuration |
It is one of several products from the dehydration of glucose. Its immediate biosynthetic precursor is the glucoside, derived from dehydration of sucrose. [2]
Names | |
---|---|
IUPAC name
4-Hydroxy-2,5-dimethyl-3-furanone
| |
Other names
| |
Identifiers | |
| |
3D model (
JSmol)
|
|
Abbreviations | DMHF |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.020.826 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C6H8O3 | |
Molar mass | 128.127 g·mol−1 |
Melting point | 73 to 77 °C (163 to 171 °F; 346 to 350 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Furaneol, or strawberry furanone, is an organic compound used in the flavor and perfume industry. It is formally a derivative of furan. It is a white or colorless solid that is soluble in water and organic solvents. [2]
Although malodorous at high concentrations, it exhibits a sweet strawberry aroma when dilute. [2] It is 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 an important component of the odours of buckwheat, [5] and tomato. [6] Furaneol accumulation during ripening has been observed in strawberries and can reach a high concentration of 37 μg/g. [7]
Furaneol has two enantiomers, (R)-(+)-furaneol and (S)-(−)-furaneol. The (R)-form is mainly responsible for the smell. [8]
(S)-configuration |
(R)-configuration |
It is one of several products from the dehydration of glucose. Its immediate biosynthetic precursor is the glucoside, derived from dehydration of sucrose. [2]