Tropolone
From Wikipedia, the free encyclopedia
| Tropolone[1] | |
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2-Hydroxy-2,4,6-cycloheptatrien-1-one |
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Other names
2-Hydroxytropone; Purpurocatechol |
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| Identifiers | |
| CAS number | 533-75-5  |
| PubChem | 10789 |
| UNII | 7L6DL16P1T  |
| ChEMBL | CHEMBL121188 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C7H6O2 |
| Molar mass | 122.12 g/mol |
| Melting point |
50–52 °C |
| Boiling point |
80–84 °C (0.1 mmHg) |
| Acidity (pKa) | 6.89 |
| Basicity (pKb) | -0.5 |
| Hazards | |
| S-phrases | S22 S24/25 |
| Flash point | 112 °C |
| Related compounds | |
| Related compounds | Hinokitiol (4-isopropyl-tropolone) |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references |
Tropolone is a derivative of tropone with a hydroxyl group in the 2-position.
Two methods for the synthesis of tropolone are by bromination of 1,2-cycloheptanedione with N-bromosuccinimide followed by dehydrohalogenation at elevated temperatures and by acyloin condensation of the ethyl ester of pimelic acid the acyloin again followed by oxidation by bromine.
It is a grape polyphenol oxidase inhibitor.[2]
[edit] References
- ^ Tropolone at Sigma-Aldrich
- ^ Time-dependent inhibition of grape polyphenol oxidase by tropolone. Edelmira Valero, Manuela Garcia-Moreno, Ramon Varon and Francisco Garcia-Carmona, J. Agric. Food Chem., 1991, 39 (6), pp 1043–1046, doi:10.1021/jf00006a007
- ^ Chedgy, Russell. Secondary metabolites of Western red cedar (Thuja plicata): their biotechnological applications and role in conferring natural durability. LAP Lambert Academic Publishing, 2010, ISBN-10: 3838346610, ISBN-13: 978-3838346618
