6-Hydroxyflavone

Base Information

• Chemical Name: 6-Hydroxyflavone
• CAS No.: 6665-83-4
• Molecular Formula: C15H10O3
• Molecular Weight: 238.243
• Hs Code.: 2914400090
• European Community (EC) Number: 229-704-8
• NSC Number: 26744
• UNII: 148S6Z78H6
• DSSTox Substance ID: DTXSID8022327
• Nikkaji Number: J298.052E
• Wikipedia: 6-Hydroxyflavone
• Wikidata: Q2817908
• Metabolomics Workbench ID: 67870
• ChEMBL ID: CHEMBL138649
• Mol file: 6665-83-4.mol

Synonyms:6-hydroxyflavone

Chemical Property of 6-Hydroxyflavone

Chemical Property:

• Appearance/Colour: light yellow crystals
• Vapor Pressure: 1.02E-08mmHg at 25°C
• Melting Point: 234-236 °C(lit.)
• Refractive Index: 1.666
• Boiling Point: 450.1 °C at 760 mmHg
• PKA: 8.98±0.40(Predicted)
• Flash Point: 176.3 °C
• PSA: 50.44000
• Density: 1.34 g/cm³
• LogP: 3.16560
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 238.062994177
• Heavy Atom Count: 18
• Complexity: 355

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

6-Hydroxyflavone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=CC(=C3)O
• Uses: anxiolytic

Technology Process of 6-Hydroxyflavone

There total 43 articles about 6-Hydroxyflavone 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: 100.0%

6-acetoxyflavone (72994-99-1) → 6-hydroxyflavone (6665-83-4)

Guidance literature:

With sodium hydrogen telluride; acetic acid; In ethanol; for 0.5h; Heating;

Reference yield: 86.0%

6-hydroxyflavanone (4250-77-5) → 6-hydroxyflavone (6665-83-4)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In decane; water; at 80 ℃; Green chemistry;

DOI:10.1007/s00706-020-02576-8

Reference yield: 82.5%

C25H28O5 → 6-hydroxyflavone (6665-83-4)

Guidance literature:

C₂₅H₂₈O₅; With hydrogenchloride; In dimethyl sulfoxide; at 20 ℃; for 0.5h;

With iodine; In dimethyl sulfoxide; at 110 ℃;

DOI:10.1002/ddr.21726

upstream raw materials:

benzoic acid ethyl ester

2',5'-dimethoxyacetophenone

1-acetyl-1,3-bis(benzoyloxy)benzene

sodium benzoate

Downstream raw materials:

6-methoxyflavone

6-hydroxy-5-iodo-2-phenyl-chromen-4-one

4-oxo-2-phenyl-4H-chromene-6-carbonitrile

Refernces

• 1、 Lu, Qiao-Qiao,Chen, Ya-Ming,Liu, Hao-Ran,Yan, Jian-Ye,Cui, Pei-Wu,Zhang, Qian-Fan,Gao, Xiao-Hui,Feng, Xing,Liu, Ying-Zi. "Nitrogen-containing flavonoid and their analogs with diverse B-ring in acetylcholinesterase and butyrylcholinesterase inhibition". . p. 1037 - 1047. Retrieved 2020/08/06.
• 2、 Meng, Chenkai,Niu, Haolin,Ning, Juehan,Wu, Wengang,Yi, Jun. "Nickel-catalyzed removal of alkene protecting group of phenols, alcohols via chain walking process". . . Retrieved 2020/02/04.