3-Hydroxycoumarin

Base Information

• Chemical Name: 3-Hydroxycoumarin
• CAS No.: 939-19-5
• Molecular Formula: C9H6O3
• Molecular Weight: 162.145
• Hs Code.: 2932990090
• European Community (EC) Number: 213-355-3
• NSC Number: 74691
• UNII: RQX0CMD9PN
• DSSTox Substance ID: DTXSID50239863
• Nikkaji Number: J298.537C
• Wikidata: Q27194434
• Pharos Ligand ID: 6NFGYQAWZSRN
• Metabolomics Workbench ID: 38045
• ChEMBL ID: CHEMBL150372
• Mol file: 939-19-5.mol

Synonyms:3-hydroxycoumarin

Chemical Property of 3-Hydroxycoumarin

Chemical Property:

• Vapor Pressure: 4E-06mmHg at 25°C
• Melting Point: 153-157 °C(lit.)
• Refractive Index: 1.659
• Boiling Point: 369.9 °C at 760 mmHg
• PKA: 8.24±0.20(Predicted)
• Flash Point: 174.7 °C
• Density: 1.446 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 162.031694049
• Heavy Atom Count: 12
• Complexity: 232

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Hydroxycoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C(=O)O2)O
• Uses: 3-Hydroxycoumarin is a derivative compound and a metabolite of Coumarin. Coumarin is a natural chemical compound found in many plants. Coumarin is used as a precursor in the synthesis of anticougulant pharmaceuticals like coumadin and potent anticougulant rodenticides. Hydroxycoumarins are potent α-glucosidase inhibitors.

Technology Process of 3-Hydroxycoumarin

There total 21 articles about 3-Hydroxycoumarin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

3-acetamidocoumarin (779-30-6) → 3-Hydroxy-cumarin (939-19-5)

Guidance literature:

With hydrogenchloride; water; In methanol; for 4h; Reflux;

DOI:10.1016/j.bmcl.2008.08.102

Reference yield: 67.0%

aminocoumarine (1635-31-0) → 3-Hydroxy-cumarin (939-19-5)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1002/jhet.5570230118

Reference yield: 67.0%

3-[(2-hydroxy-benzylidene)amino]chromen-2-one (1473-60-5,910217-51-5) → 3-Hydroxy-cumarin (939-19-5)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1002/jhet.5570230118

upstream raw materials:

aminocoumarine

3-allyloxycoumarin

3-acetamidocoumarin

3-benzamidocoumarin

Downstream raw materials:

cinnamyloxycoumarin

3-Hydroxy-4-phenyl-cumarin

3-Hydroxy-4-(4-methoxy-phenyl)-chromen-2-one

4-(2,4-Dimethoxy-phenyl)-3-hydroxy-chromen-2-one