4H-1-Benzopyran-4-one, 7-hydroxy-3-phenoxy-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 7-hydroxy-3-phenoxy-
• CAS No.: 87891-60-9
• Molecular Formula: C15H10O4
• Molecular Weight: 254.2375
• DSSTox Substance ID: DTXSID60236681
• Nikkaji Number: J270.637G
• Wikidata: Q83118677
• Mol file: 87891-60-9.mol

Synonyms:7-hydroxy-3-phenoxy-4H-chromen-4-one;87891-60-9;4H-1-Benzopyran-4-one, 7-hydroxy-3-phenoxy-;7-hydroxy-3-phenoxychromen-4-one;3-Phenoxy-7-hydroxychromone;BRN 4190789;7-Hydroxy-3-phenoxy-4H-1-benzopyran-4-one;Cambridge id 5320369;7-hydroxy-3-phenoxychromone;Oprea1_364890;Oprea1_837998;IFLab1_000609;SCHEMBL18550765;DTXSID60236681;HMS1413L15;STL513006;AKOS001030246;IDI1_008828;NCGC00318884-01;LS-39724;CS-0263305;EU-0003241;EN300-86102;AB00129148-03;SR-01000416962;SR-01000416962-1

Chemical Property of 4H-1-Benzopyran-4-one, 7-hydroxy-3-phenoxy-

Chemical Property:

• Vapor Pressure: 6.45E-08mmHg at 25°C
• Boiling Point: 427.7°Cat760mmHg
• Flash Point: 164.9°C
• Density: 1.389g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 254.05790880
• Heavy Atom Count: 19
• Complexity: 370

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=COC3=C(C2=O)C=CC(=C3)O

Technology Process of 4H-1-Benzopyran-4-one, 7-hydroxy-3-phenoxy-

There total 4 articles about 4H-1-Benzopyran-4-one, 7-hydroxy-3-phenoxy- 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%

1-(2,4-dihydroxyphenyl)-2-phenoxyethan-1-one (73014-19-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-phenoxy-7-hydroxychromone (87891-60-9)

Guidance literature:

With boron trifluoride diethyl etherate; phosphorus trichloride; for 2h; Heating; also with PCl₅ or SOCl₂;

DOI:10.1007/BF00598071

Reference yield: 20.0%

1-(2,4-dihydroxyphenyl)-2-phenoxyethan-1-one (73014-19-4) + formyl acetic anhydride (2258-42-6) → 3-phenoxy-7-hydroxychromone (87891-60-9)

Guidance literature:

With triethylamine; 1) 0 deg C, 80 min, 2) RT, 1h, 3) 80 - 100 deg C, 15 min;

DOI:10.1007/BF00598071

Reference yield:

phenoxyacetonitrile (3598-14-9) → 3-phenoxy-7-hydroxychromone (87891-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) HCl, 2.) zinc chloride, HCl, 3.) water

2: 96.7 percent / boron trifluoride etherate, phosphorus trichloride / 50 - 60 °C

With hydrogenchloride; boron trifluoride diethyl etherate; water; zinc(II) chloride; phosphorus trichloride;

DOI:10.1007/BF00767267

upstream raw materials:

1-(2,4-dihydroxyphenyl)-2-phenoxyethan-1-one

N,N-dimethyl-formamide

formyl acetic anhydride

phenoxyacetonitrile

Downstream raw materials:

7-Methoxy-3-phenoxy-chromen-4-one

7-carboxymethoxy-3-phenoxychromone

(4-oxo-3-phenoxy-4H-chromen-7-yloxy)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester