Product Description
4-Hydroxycoumarin is a coumarin-derived heterocyclic building block with broad synthetic utility for preparing numerous organic compounds. It demonstrates both electrophilic and nucleophilic chemical reactivity.
This compound occurs as pale yellow, needle-shaped crystals with a melting point of 206 °C. It dissolves easily in ethanol, diethyl ether and hot water, and yields a brown color upon reaction with ferric chloride.
Chemical Properties
| 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 |
| 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 | 2H-1-Benzopyran-2-one, 4-hydroxy- (1076-38-6) |
| Hazard Codes | Xn,Xi |
| Risk Statements | 22-36/37/38 |
| Safety Statements | 26-36 |
| WGK Germany | 3 |
| RTECS | DJ3100000 |
| Hazard Note | Irritant |
| TSCA | Yes |
| HS Code | 29322980 |
Product Application
4-Hydroxycoumarin is extensively applied as an intermediate in the manufacturing of pharmaceuticals and agrochemical pesticides. It acts as an essential starting material for synthesizing oral anticoagulants including dicoumarol, novel anticoagulant agents, and warfarin. Dicoumarol features a relatively long-lasting effect with a duration of 4–7 days, whereas ethyl coumarin provides a shorter period of action of 2–3 days.
Furthermore, 4-hydroxycoumarin is employed in the production of specific rodenticides. It also finds use within the flavor and fragrance industry, given that coumarin-based compounds are naturally abundant in plant sources.
