Dalbergin

Base Information

• Chemical Name: Dalbergin
• CAS No.: 482-83-7
• Molecular Formula: C16H12 O4
• Molecular Weight: 268.269
• Hs Code.: 29329990
• DSSTox Substance ID: DTXSID60331943
• Nikkaji Number: J13.175J
• Wikidata: Q27106329
• Metabolomics Workbench ID: 23006
• ChEMBL ID: CHEMBL1829658
• Mol file: 482-83-7.mol

Synonyms:dalbergin

Chemical Property of Dalbergin

Chemical Property:

• Vapor Pressure: 3.47E-10mmHg at 25°C
• Melting Point: 210°C
• Boiling Point: 489°Cat760mmHg
• PKA: 8.85±0.20(Predicted)
• Flash Point: 187.5°C
• PSA: 59.67000
• Density: 1.329g/cm³
• LogP: 3.17420
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 397

Purity/Quality:

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

6-Hydroxy-7-methoxy-4-phenylcoumarin ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=CC(=O)OC2=C1)C3=CC=CC=C3)O

Technology Process of Dalbergin

There total 18 articles about Dalbergin 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: 92.0%

C15H18O7 (1092835-49-8) + phenylboronic acid (98-80-6) → 6-Hydroxy-7-methoxy-4-phenyl-coumarin (482-83-7)

Guidance literature:

C₁₅H₁₈O₇; phenylboronic acid; With copper (I) acetate; In methanol; at 28 ℃; for 6h; Inert atmosphere;

With hydrogenchloride; In methanol; for 6h; Inert atmosphere; Reflux;

DOI:10.1021/ol802239n

Reference yield: 87.0%

O-benzyldalbergin (934815-44-8) → 6-Hydroxy-7-methoxy-4-phenyl-coumarin (482-83-7)

Guidance literature:

With cyclohexene; palladium dihydroxide; In ethanol; Heating;

DOI:10.1016/j.tetlet.2007.01.117

Reference yield: 70.0%

methoxyhydroquinone (824-46-4) + ethyl 3-oxo-3-phenylpropionate (94-02-0) → 6-Hydroxy-7-methoxy-4-phenyl-coumarin (482-83-7)

Guidance literature:

With sulfuric acid;

DOI:10.1021/acs.jced.5b00098

upstream raw materials:

1-methyl-4-nitrosobenzene

7-methoxy-4-phenyl-2H-chromen-2-one

nordalbergin

dimethyl sulfate

Downstream raw materials:

6,7-dimethoxy-4-phenyl-2H-chromen-2-one

7-methoxy-2-oxo-4-phenyl-2H-chromen-6-yl acetate

Refernces

• 1、 Kong, Wanjun,Sun, Rui,Gao, Yanjuan,Nan, Guanjun,Yang, Guangde,Li, Yiping. "Dissociation Constants and Solubilities of Dalbergin and Nordalbergin in Different Solvents". . p. 2585 - 2593. Retrieved 2015/09/21.
• 2、 Li, Sie-Rong,Chen, Liang-Yeu,Tsai, Jui-Chi,Tzeng, Jing-Yu,Tsai, Ian-Lih,Wang, Eng-Chi. "New syntheses of dalbergichromene and dalbergin from vanillin via neoflavene intermediate". . p. 2139 - 2141. Retrieved 2008/02/08.