m Typo fixing, use degree symbol, not masculine ordinal indicator or superscripted "o", replaced: 103 °C → 103 °C, 102-103 ° → 102–103 ° using AWB (7852)
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|Reference=<ref>[http://www.sigmaaldrich.com/catalog/search/ProductDetail/ALDRICH/463159 2H-Pyran-2-one] at [[Sigma-Aldrich]]</ref> |
|Reference=<ref>[http://www.sigmaaldrich.com/catalog/search/ProductDetail/ALDRICH/463159 2H-Pyran-2-one] at [[Sigma-Aldrich]]</ref> |
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|ImageFile=2-Pyranone.png |
|ImageFile=2-Pyranone.png |
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| StdInChIKey = ZPSJGADGUYYRKE-UHFFFAOYSA-N |
| StdInChIKey = ZPSJGADGUYYRKE-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo=504-31-4 |
| CASNo=504-31-4 |
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| PubChem=68154 |
| PubChem=68154 |
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Names | |
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IUPAC name
Pyran-2-one | |
Other names
α-Pyrone | |
Identifiers | |
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3D model (JSmol) |
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ChEBI | |
ChemSpider |
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ECHA InfoCard | 100.007.264 ![]() |
PubChem CID |
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CompTox Dashboard (EPA) |
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Properties | |
C5H4O2 | |
Molar mass | 96.08 |
Density | 1.197 g/mL |
Boiling point | 102–103 °C at 20 mmHg |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
2-Pyrone (α-pyroneorpyran-2-one) is an unsaturated cyclic chemical compound with the molecular formula C5H4O2. It is isomeric with 4-pyrone.
2-Pyrone is used in organic synthesis as a building block for more complex chemical structures because it may participate in a variety of cycloaddition reactions to form bicyclic lactones. For example, it readily undergoes Diels-Alder reactions with alkynes producing, upon loss of carbon dioxide, substituted benzenes.[2] The Gogte Synthesis (1938) is a method for the alkylation of certain pyrones with acid chlorides.[citation needed]
The most common natural products containing a 2-pyrone are the bufanolides and kavalactones.