8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one

Base Information

• Chemical Name: 8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one
• CAS No.: 1570-27-0
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.199
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID30166183
• Nikkaji Number: J13.161J
• Wikidata: Q77567836
• Metabolomics Workbench ID: 103399
• ChEMBL ID: CHEMBL477547
• Mol file: 1570-27-0.mol

Synonyms:1570-27-0;Oospolactone;8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one;8-hydroxy-3,4-dimethylisochromen-1-one;1H-2-Benzopyran-1-one, 8-hydroxy-3,4-dimethyl-;3,4-dimethyl-8-hydroxyisocoumarin;CHEMBL477547;DTXSID30166183;8-hydroxy-3,4-dimethylisocoumarin

Chemical Property of 8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one

Chemical Property:

• Vapor Pressure: 2.86E-05mmHg at 25°C
• Boiling Point: 346.5°Cat760mmHg
• Flash Point: 153.9°C
• PSA: 50.44000
• Density: 1.255g/cm³
• LogP: 2.11540
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(OC(=O)C2=C1C=CC=C2O)C

Technology Process of 8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one

There total 17 articles about 8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one 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: 85.0%

3,4-dihydro-8-hydroxy-3-methoxy-3,4-dimethylisocoumarin (1026727-13-8) → oospolactone (1570-27-0)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

Reference yield:

3,4-dimethyl-8-methoxyisocoumarin (6125-52-6) → oospolactone (1570-27-0)

Guidance literature:

With aluminium trichloride; In diethyl ether; for 1h; Yield given; Heating;

Reference yield:

3-Bromophenol (591-20-8) → oospolactone (1570-27-0)

Guidance literature:

Multi-step reaction with 8 steps

1: TFA

2: 1) Mg, 1,2-dibromopropane, 2) CuBr*Me₂S / 1) THF, 2 h, 2) THF, 0 deg C to r.t.

3: 69 percent / DMSO, (COCl)2 / CH₂Cl₂ / 0.33 h / -78 °C

4: p-TsOH / toluene / Heating

5: NaOH, Bu₄NHSO₄ / CH₂Cl₂; H₂O / 3 h / Ambient temperature

6: 1.2 M nBuLi / cyclohexane; hexane; diethyl ether

7: AcCl / 0.5 h

8: 85 percent / p-TsOH / toluene / Heating

With sodium hydroxide; n-butyllithium; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; 1,2-Dibromopropane; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; magnesium; dimethyl sulfoxide; acetyl chloride; trifluoroacetic acid; In diethyl ether; hexane; dichloromethane; cyclohexane; water; toluene;

upstream raw materials:

3,4-dimethyl-8-methoxyisocoumarin

3,4-dihydro-8-hydroxy-3-methoxy-3,4-dimethylisocoumarin

3-Bromophenol

3-(3'-hydroxyphenyl)-2-butanone