4'-Hydroxyisoflavone

Base Information

• Chemical Name: 4'-Hydroxyisoflavone
• CAS No.: 58113-14-7
• Molecular Formula: C15H10O3
• Molecular Weight: 238.23800
• DSSTox Substance ID: DTXSID60450148
• Nikkaji Number: J536.056K
• Wikidata: Q82269736
• Mol file: 58113-14-7.mol

Synonyms:4'-hydroxyisoflavone;58113-14-7;3-(4-Hydroxyphenyl)-4h-1-benzopyran-4-one;3-(4-hydroxyphenyl)chromen-4-one;3-(4-hydroxyphenyl)-4H-chromen-4-one;a 4'-hydroxyisoflavone;SCHEMBL311201;DTXSID60450148;BJDQPQWMJZEAPE-UHFFFAOYSA-N;AMY39962;EN300-7472568

Chemical Property of 4'-Hydroxyisoflavone

Chemical Property:

• PSA: 50.44000
• LogP: 3.16560
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 238.062994177
• Heavy Atom Count: 18
• Complexity: 353

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O

Technology Process of 4'-Hydroxyisoflavone

There total 8 articles about 4'-Hydroxyisoflavone 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%

(p-hydroxyphenyl)boronic acid (71597-85-8) + 3-iodo-chromen-4-one (122775-34-2) → 3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (58113-14-7)

Guidance literature:

With palladium diacetate; sodium carbonate; In methanol; at 50 ℃; for 3h;

DOI:10.1016/j.tetlet.2014.07.110

Reference yield:

2'-benzyloxyacetophenone (31165-67-0) → 3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (58113-14-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 84.3 percent / 50percent aq. KOH / ethanol / 24 h / Ambient temperature

2: thallium nitrate / CHCl₃ / Ambient temperature

3: H₂, triethylamine / 10percent Pd/C / ethyl acetate / 760 Torr / Ambient temperature

4: 5percent HCl / methanol / 2 h / Heating

With hydrogenchloride; potassium hydroxide; thallium(I) nitrate; hydrogen; triethylamine; palladium on activated charcoal; In methanol; ethanol; chloroform; ethyl acetate;

Reference yield:

2',4-bis(benzyloxy)chalcone (4996-43-4) → 3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (58113-14-7)

Guidance literature:

Multi-step reaction with 3 steps

1: thallium nitrate / CHCl₃ / Ambient temperature

2: H₂, triethylamine / 10percent Pd/C / ethyl acetate / 760 Torr / Ambient temperature

3: 5percent HCl / methanol / 2 h / Heating

With hydrogenchloride; thallium(I) nitrate; hydrogen; triethylamine; palladium on activated charcoal; In methanol; chloroform; ethyl acetate;

upstream raw materials:

2'-benzyloxyacetophenone

2',4-bis(benzyloxy)chalcone

(p-hydroxyphenyl)boronic acid

3-iodo-chromen-4-one

Downstream raw materials:

C₁₆H₁₃N₃O₂

C₁₇H₁₄O₃

4'-hydroxyisoflavone (tri-O-acetyl-α-L-rhamnopyranoside)