| Identification | More | [Name]
4-Hydroxycoumarin | [CAS]
1076-38-6 | [Synonyms]
2H-1-BENZOPYRAN-2-ONE, 4-HYDROXY-
4-coumarinyl alcohol
4-HYDROXY-1-BENZOPYRAN-2-ONE
4-HYDROXY-2H-1-BENZOPYRAN-2-ONE
4-HYDROXY-2H-CHROMEN-2-ONE
4-HYDROXY-CHROMEN-2-ONE
4-HYDROXYCOUMARIN
4-HYDROXYCUMARIN
AKOS BBS-00000696
COUMARINOL
HYDROXYCOUMARIN, 4-
4-Coumarinol
4-Coumaryl alcohol
4-hydroxy-2h-1-benzopyran-2-on
4-hydroxy-coumari
4-Hydroxycoumarine
Benzotertonicacid
Benzotetronic acid
Coumarin, 4-hydroxy-
4-HYDROXYCOUMARIN, FOR FLUORESCENCE | [EINECS(EC#)]
214-060-2 | [Molecular Formula]
C9H6O3 | [MDL Number]
MFCD00006856 | [Molecular Weight]
162.14 | [MOL File]
1076-38-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow powder or chunks | [Melting point ]
211-213 °C (lit.) | [Boiling point ]
228.82°C (rough estimate) | [density ]
1.1734 (rough estimate) | [vapor pressure ]
0.02Pa at 25℃ | [refractive index ]
1.4500 (estimate) | [storage temp. ]
Store below +30°C. | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Liquid | [pka]
4.50±1.00(Predicted) | [color ]
Clear colorless to slightly yellow | [Water Solubility ]
PRACTICALLY INSOLUBLE | [Detection Methods]
HPLC,NMR | [BRN ]
129768 | [InChIKey]
VXIXUWQIVKSKSA-UHFFFAOYSA-N | [LogP]
1.6-2.31 at 21.2℃ | [CAS DataBase Reference]
1076-38-6(CAS DataBase Reference) | [NIST Chemistry Reference]
4-Hydroxycoumarin(1076-38-6) | [EPA Substance Registry System]
1076-38-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
DJ3100000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29322980 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow powder or chunks | [Uses]
4-Hydroxy Coumarin(1076-38-6) is a plant derived antioxidant, protecting against lipid peroxidation, as well as a potential inhibitor of HIV-1 Integrase.
| [Uses]
4-Hydroxycoumarin(1076-38-6) may be regarded as a phenylenetetronic acid , and like tetronic acid forms condensation products with aldehydes.
Synthesis of biscoumarin derivatives by the reaction of aldehydes and 4-hydroxycoumarin using ruthenium(III) chloride hydrate as a versatile homogeneous catalyst.
| [Definition]
ChEBI: A hydroxycoumarin that is coumarin in which the hydrogen at position 4 is replaced by a hydroxy group. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 25, p. 677, 1960 DOI: 10.1021/jo01074a630 | [Flammability and Explosibility]
Notclassified | [Synthesis]
4-Hydroxycoumarin is prepared by the reaction of o-hydroxyacetophenone and Diethyl carbonate. The steps are as follows:
General procedure: To a stirred mixture (1.15 mmol) and sodium hydride (138 mg, 5.75 mmol) in 5 ml dry toluene, a solution of the diethyl carbonate (1.15 mmol) in dry toluene was dropped. The mixture was reacted at 0°C for 30 min, then heated to reflux and reacted for another 4 h. The reaction mixture was quenched with water (20 mL) at ice bath and neutralized to pH 7 with 2 N HCl. The precipitate was filtered, washed with cold water and dried to get 6a-f. 1.2.1.1. 4-Hydroxy-2H-chromen-2-one (6a) White solidyield: 95; 1H NMR (600 MHz, DMSO-d6) δ 12.53 (s, 1H), 7.83 (d, J = 7.2 Hz, 1H), 7.65 (d, J = 7.8 Hz, 1H), 7.38-7.34 (m, 2H), 5.60 (s, 1H).
 | [storage]
Store at -20°C | [Purification Methods]
Crystallise 4-hydroxycoumarin from water and dry it in a vacuum desiccator over pKEst Sicapent. [Beilstein 18/1 V 378.] |
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