Furaneol, or strawberry furanone, is an
organic compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. T ...
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.
Odor and occurrence
Although malodorous at high concentrations, it exhibits a sweet
strawberry aroma when dilute.
[ It is found in strawberries and a variety of other fruits and it is partly responsible for the smell of fresh ]pineapple
The pineapple (''Ananas comosus'') is a tropical plant with an edible fruit; it is the most economically significant plant in the family Bromeliaceae. The pineapple is indigenous to South America, where it has been cultivated for many centuri ...
.
It is also an important component of the odours of buckwheat
Buckwheat (''Fagopyrum esculentum''), or common buckwheat, is a flowering plant in the knotweed family Polygonaceae cultivated for its grain-like seeds and as a cover crop. The name "buckwheat" is used for several other species, such as ''Fagopy ...
, and tomato
The tomato is the edible berry of the plant ''Solanum lycopersicum'', commonly known as the tomato plant. The species originated in western South America, Mexico, and Central America. The Mexican Nahuatl word gave rise to the Spanish word ...
.
Stereoisomerism
Furaneol has two enantiomers, (''R'')-(+)-furaneol and (''S'')-(−)-furaneol. The (''R'')-form is mainly responsible for the smell.[Leffingwell,:John C]
Chirality & Odour Perception – The Furaneols
Biosynthesis
It is one of several products from the dehydration of glucose. Its immediate biosynthetic precursor is the glucoside, derived from dehydration of sucrose.[
]
References
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Flavors
Enones
Enols
Dihydrofurans
Sweet-smelling chemicals