pyran

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Pyran
IUPAC name	Pyran
Other names	2H-Pyran, 4H-Pyran
Identifiers
CAS number	31441-32-4,(2H) [289-65-6] (4H)
SMILES	C1=CC=CCO1 (2H) C1=CCC=CO1 (4H)
Properties
Molecular formula	C5H6O
Molar mass	82.1 g/mol
Related compounds
Related compounds	Dihydropyran Tetrahydropyran
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

In chemistry, a pyran is a six membered heterocyclic ring consisting of five carbon atoms and one oxygen atom and containing two double bonds. The molecular formula is C₅H₆O. There are two isomers of pyran that differ by the location of the double bonds. In 2H-pyran, the saturated carbon is at position 2, whereas in 4H-pyran, the saturated carbon is at position 4.

Although the pyrans themselves have little significance in chemistry, a variety of their derivatives are important biological molecules. 4H-Pyran easily disproportionates to the corresponding dihydropyran and the pyrylium ion which is easily hydrolyzed in aqueous medium.

The term pyran is also often applied to the saturated ring analog which is more properly referred to as tetrahydropyran. In this context, the monosaccharides containing a six-membered ring system are known as pyranoses. Hence, the six-membered ring form of glucose is known as D-glucopyranose.

See also

• Furan