Introduction：Basic information about 2-COUMARANONE CAS 553-86-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-COUMARANONE Basic informationDescription Reference
| Product Name: | 2-COUMARANONE |
| Synonyms: | 1-Benzofuran-2(3H)-one;2-Coumaronone;2,3-dihydrobenzofuran-2-one;Benzo[b]furan-2(3H)-one;BENZOFURAN-2[3H]-ONE;2H-BENZOFURANONE;2-COUMARANONE;2(3H)-BENZOFURANONE |
| CAS: | 553-86-6 |
| MF: | C8H6O2 |
| MW: | 134.13 |
| EINECS: | 209-052-0 |
| Product Categories: | Benzofurans;Building Blocks;Heterocyclic Building Blocks |
| Mol File: | 553-86-6.mol |
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2-COUMARANONE Chemical Properties
| Melting point | 49-51 °C(lit.) |
| Boiling point | 248-250 °C(lit.) |
| density | 1,22 g/cm3 |
| vapor pressure | 0.027-0.24Pa at 10-30℃ |
| refractive index | 1.4800 (estimate) |
| Fp | >230 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | H2O: soluble3.8g/L at 30°C |
| form | Crystalline Powder or Crystals |
| color | White to yellow-orange |
| Water Solubility | H2O: soluble 3.8g/L at30°C |
| BRN | 114689 |
| InChI | 1S/C8H6O2/c9-8-5-6-3-1-2-4-7(6)10-8/h1-4H,5H2 |
| InChIKey | ACZGCWSMSTYWDQ-UHFFFAOYSA-N |
| SMILES | O=C1Cc2ccccc2O1 |
| LogP | 1.347 |
| Surface tension | 63.8mN/m at 1g/L and 20℃ |
| CAS DataBase Reference | 553-86-6(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 20/21/22-36/37/38-43-36/38 |
| Safety Statements | 24/25-36-26-36/37 |
| WGK Germany | 3 |
| HS Code | 29322090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1 |
2-COUMARANONE Usage And Synthesis
| Description | 2-Coumaranone (also named as Isophthalide, 3H-benzofuran-2-one) belongs to a class of organic compounds named as benzofuranones which exhibits mutagenic and carcinogenic activity. 2-Coumaranone has been used to study the effects of coumarins on 7,12-dimethyibenz(a)anthracene induced neoplasia of the rat mammary gland and as probe for detecting enzymes which hydrolyze 2-hydroxybenzofuran structures. |
| Reference | Y. S. Priya, K. Ramachandra Rao, P. V. Chalapathi, M. Satyavani, A. Veeraiah, Vibrational and UV spectroscopic studies of 2-coumaranone by experimental and density functional theory calculations, Journal of Molecular Structure, 2017, vol. 1144, pp. 535-544 |
| Chemical Properties | WHITE TO LIGHT YELLOW CRYSTALLINE POWDER |
| Uses | 2-Coumaranone has been used to study the effects of coumarins on 7,12-dimethyibenz(a)anthracene induced neoplasia of the rat mammary gland. It was employed as probe for detecting enzymes which hydrolyze 2-hydroxybenzofuran structures. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 47, p. 2491, 1982 DOI: 10.1021/jo00133a055 |
| Synthesis | Preparation of 2-coumarone (I) comprises reacting cyclohexanone (II) with carboxyl-containing acylating agent (III) to methyl 2-(2-oxo-cyclohexyl)-2-hydroxy-acetate (IV) and optional dehydration to a mixture (V) of methyl 2-oxo-cyclohexylidene-acetate and the enol-lactone of the acid; or direct conversion of (I) to (V); and catalytic gas phase dehydrogenation of (IV) or (V) to (I).
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2-COUMARANONE Preparation Products And Raw materials
| Preparation Products | 2(3H)-Benzofuranone, 3-(hydroxymethylene)- |
