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| Names | |||
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| IUPAC name 2H-Pyran, 4H-Pyran | |||
| Other names 2H-Oxine, 4H-Oxine | |||
| Identifiers | |||
3D model (JSmol) |
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| 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 theirstandard state (at 25 °C [77 °F], 100 kPa). | |||
Inchemistry,pyran is a six-memberedheterocyclic, non-aromatic ring, consisting of fivecarbon atoms and oneoxygen atom and containing twodouble bonds. Themolecular formula is C5H6O. There are twoisomers of pyran that differ by the location of the double bonds. In2H-pyran, the saturated carbon is at position 2, whereas, in4H-pyran, the saturated carbon is at position 4. "Oxine” is not used for pyran because it has been used as a trivial name for quinolin-8-ol.[1]
4H-Pyran was first isolated and characterized in 1962 viapyrolysis of 2-acetoxy-3,4-dihydro-2H-pyran.[2] It was found to be unstable, particularly in the presence of air. 4H-pyran easily disproportionates to the correspondingdihydropyran and thepyrylium 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 thepyranoflavonoids.[citation needed]
The term pyran is also often applied to the saturated ring analog, which is more properly referred to astetrahydropyran (oxane). In this context, themonosaccharides containing a six-membered ring system are known aspyranoses.
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