7-hydroxy-3-phenyl-2H-chromen-2-one

Base Information

• Chemical Name: 7-hydroxy-3-phenyl-2H-chromen-2-one
• CAS No.: 6468-96-8
• Molecular Formula: C15H10O3
• Molecular Weight: 238.243
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID60419831
• Nikkaji Number: J1.173.649A
• Wikidata: Q82231042
• Pharos Ligand ID: XYAJS43F4C85
• Metabolomics Workbench ID: 74326
• ChEMBL ID: CHEMBL153505
• Mol file: 6468-96-8.mol

Synonyms:7-hydroxy-3-phenyl-2H-chromen-2-one;6468-96-8;3-Phenylumbelliferone;7-hydroxy-3-phenylchromen-2-one;7-Hydroxy-3-phenylcoumarin;7-Hydroxy-3-phenyl-2H-1-benzopyran-2-one;3-phenyl-7-hydroxycoumarin;CHEMBL153505;7-Hydroxy-3-phenyl-chromen-2-one;2H-1-Benzopyran-2-one,7-hydroxy-3-phenyl-;MFCD00037574;D03QNS;MLS001167019;SCHEMBL591688;LCZC2845;cid_5393176;DTXSID60419831;RIPZCQZTVDNJHQ-UHFFFAOYSA-N;HMS2955O07;BBL027930;BDBM50096003;STL033560;AKOS000270936;PD183125;SMR000641314;VS-08625;3-Phenyl-7-hydroxy-2H-1-benzopyran-2-one;CS-0269829;FT-0730242;P2540;EN300-36438;2H-1-Benzopyran-2-one, 7-hydroxy-3-phenyl-;T72770;AE-641/01995035;SR-01000017903;SR-01000017903-1;3-Phenylumbelliferone, suitable for fluorescence, >=98.0% (TLC);(R,R)-(-)-N,N-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-COBALT(II)

Chemical Property of 7-hydroxy-3-phenyl-2H-chromen-2-one

Chemical Property:

• Vapor Pressure: 1.59E-09mmHg at 25°C
• Melting Point: 206-210 °C(lit.)
• Refractive Index: 1.666
• Boiling Point: 471.8 °C at 760 mmHg
• PKA: 7.80±0.20(Predicted)
• Flash Point: 210.1 °C
• PSA: 50.44000
• Density: 1.34 g/cm³
• LogP: 3.16560
• Solubility.: DMF: soluble
• XLogP3: 3.2
• 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:

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

3-Phenylumbelliferone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 22-24/25-45-37/39-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC3=C(C=C(C=C3)O)OC2=O

Technology Process of 7-hydroxy-3-phenyl-2H-chromen-2-one

There total 33 articles about 7-hydroxy-3-phenyl-2H-chromen-2-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: 97.0%

acetic acid 2-oxo-3-phenyl-2H-chromen-7-yl ester (6296-55-5) → 7-Hydroxy-3-phenyl-chromen-2-one (6468-96-8)

Guidance literature:

With sulfuric acid; In ethanol; water; for 2h; Reflux;

Reference yield: 92.0%

phenylacetyl chloride (103-80-0) + 2,4-Dihydroxybenzaldehyde (95-01-2) → 7-Hydroxy-3-phenyl-chromen-2-one (6468-96-8)

Guidance literature:

With potassium carbonate; In acetone; for 6h; Reflux;

DOI:10.3390/molecules17089245

Reference yield: 83.0%

7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid (779-27-1) + phenylboronic acid (98-80-6) → 7-Hydroxy-3-phenyl-chromen-2-one (6468-96-8)

Guidance literature:

With dipotassium peroxodisulfate; In water; 1,2-dichloro-ethane; at 100 ℃; for 2h; regioselective reaction; Sealed tube; Green chemistry;

DOI:10.1039/c7cc02107k

upstream raw materials:

7-hydroxy-2H-chromen-2-one

benzene diazonium chloride

acetic acid 2-oxo-3-phenyl-2H-chromen-7-yl ester

(2Z)-3-(2’,4’-dimethoxyphenyl)-2-phenylacrylonitrile

Downstream raw materials:

3-phenyl-7-methoxycoumarin

Refernces

• 1、 Xiao, Zhangping,Chen, Deng,Song, Shanshan,Van Der Vlag, Ramon,Van Der Wouden, Petra E.,Van Merkerk, Ronald,Cool, Robbert H.,Hirsch, Anna K. H.,Melgert, Barbro N.,Quax, Wim J.,Poelarends, Gerrit J.,Dekker, Frank J.. "7-Hydroxycoumarins Are Affinity-Based Fluorescent Probes for Competitive Binding Studies of Macrophage Migration Inhibitory Factor". . p. 11920 - 11933. Retrieved 2020/11/26.
• 2、 Hu, Yuheng,Wang, Bing,Yang, Jie,Liu, Teng,Sun, Jie,Wang, Xiaojing. "Synthesis and biological evaluation of 3-arylcoumarin derivatives as potential anti-diabetic agents". . p. 15 - 30. Retrieved 2018/10/31.