Dehydroequol diacetate

Base Information

• Chemical Name: Dehydroequol diacetate
• CAS No.: 81267-66-5
• Molecular Formula: C19H16 O5
• Molecular Weight: 324.333
• DSSTox Substance ID: DTXSID90432371
• Wikidata: Q82246438
• Mol file: 81267-66-5.mol

Synonyms:Dehydroequol diacetate;Phenoxodiol diacetate;81267-66-5;[4-(7-acetyloxy-2H-chromen-3-yl)phenyl] Acetate;SCHEMBL2071380;4',7-diacetoxy-isoflav-3-ene;DTXSID90432371;YMSTXUZPCGRBHY-UHFFFAOYSA-N;FT-0754164;2H-1-Benzopyran-7-ol,3-[4-(acetyloxy)phenyl]-,7-acetate;2H-1-Benzopyran-7-ol, 3-[4-(acetyloxy)phenyl]-, 7-acetate

Chemical Property of Dehydroequol diacetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.587
• Boiling Point: 468.209°C at 760 mmHg
• Flash Point: 206.834°C
• PSA: 61.83000
• Density: 1.257g/cm³
• LogP: 3.47020
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 324.09977361
• Heavy Atom Count: 24
• Complexity: 504

Purity/Quality:

95% ^*data from raw suppliers

DEHYDROEQUOL DIACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)C2=CC3=C(C=C(C=C3)OC(=O)C)OC2

Technology Process of Dehydroequol diacetate

There total 4 articles about Dehydroequol diacetate 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: 99.0%

acetic anhydride (108-24-7) + idronoxil (81267-65-4) → 4-(7-acetoxy-2H-chromen-3-yl)phenyl acetate (81267-66-5)

Guidance literature:

With potassium carbonate; In acetone; for 1.5h; Reflux;

DOI:10.1016/j.bmc.2014.08.010

Reference yield: 67.0%

trans-4',7-diacetoxyisoflavan-4-ol (81267-09-6) + cis-4',7-diacetoxyisoflavan-4-ol (81267-09-6) → 4-(7-acetoxy-2H-chromen-3-yl)phenyl acetate (81267-66-5)

Guidance literature:

With Celite; phosphorus pentoxide; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 35.0%

O,O'-diacetyl tetrahydrodaidzein (457655-68-4,81267-09-6) → 4-(7-acetoxy-2H-chromen-3-yl)phenyl acetate (81267-66-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 4h; Heating / reflux;

upstream raw materials:

O,O'-diacetyl tetrahydrodaidzein

daidzein diacetate

trans-4',7-diacetoxyisoflavan-4-ol

cis-4',7-diacetoxyisoflavan-4-ol

Downstream raw materials:

7-acetoxy-3-(4-acetoxy-phenyl)-chroman

Refernces

• 1、 Faragalla, Jane,Heaton, Andrew,Griffith, Renate,Bremner, John B.. "A facile approach to 2-substituted isoflav-3-enes via isoflavylium salts". body text. p. 306 - 309. Retrieved 2009/06/25.
• 2、 Liepa, Andris J.. "A Synthesis of Hydroxylated Isoflavylium Salts and Their Reduction Products". . p. 2647 - 2655. Retrieved 2007/10/02.