Pyran
| |||
| |||
Names | |||
---|---|---|---|
IUPAC name
2H-Pyran, 4H-Pyran
| |||
Other names
2H-Oxine, 4H-Oxine
| |||
Identifiers | |||
3D model (JSmol)
|
| ||
ChemSpider | |||
PubChem CID
|
|||
UNII | |||
| |||
| |||
Properties | |||
C5H6O | |||
Molar mass | 82.102 g·mol−1 | ||
Related compounds | |||
Related compounds
|
Dihydropyran Tetrahydropyran | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
In chemistry, pyran, or oxine, is a six-membered heterocyclic, non-aromatic 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. 4H-Pyran was first isolated and characterized in 1962 via pyrolysis of 2-acetoxy-3,4-dihydro-2H-pyran.[1] It was found to be unstable, particularly in the presence of air. 4H-pyran easily disproportionates to the corresponding dihydropyran and the pyrylium ion, which is easily hydrolyzed in aqueous medium. Although the pyrans themselves have little significance in chemistry, many of their derivatives are important biological molecules, such as the pyranoflavonoids. The term pyran is also often applied to the saturated ring analog, which is more properly referred to as tetrahydropyran (oxane). In this context, the monosaccharides containing a six-membered ring system are known as pyranoses.
See also
References
- ↑ Masamune, S.; Castellucci, N. T. (1962). "γ-Pyran". Journal of the American Chemical Society. 84 (12): 2452–2453. doi:10.1021/ja00871a037.
- Chemical articles with multiple compound IDs
- Multiple chemicals in an infobox that need indexing
- Chemical articles with multiple CAS registry numbers
- Chemical articles with multiple PubChem CIDs
- Articles without EBI source
- Articles without KEGG source
- Articles containing unverified chemical infoboxes
- Chembox image size set
- Articles with short description
- Short description with empty Wikidata description
- Pyrans
- All stub articles
- Chemical compound stubs