6,7-Dibenzyloxycoumarin

Base Information

• Chemical Name: 6,7-Dibenzyloxycoumarin
• CAS No.: 909-84-2
• Molecular Formula: C23H18 O4
• Molecular Weight: 358.394
• European Community (EC) Number: 213-003-9
• UNII: A6DJ7GXA5B
• DSSTox Substance ID: DTXSID70238313
• Nikkaji Number: J195.203J
• Wikidata: Q83120599
• Metabolomics Workbench ID: 74274
• Mol file: 909-84-2.mol

Synonyms:Esculetin dibenzyl ether;909-84-2;6,7-Dibenzyloxycoumarin;Esculetin dibenzylether;6,7-bis(phenylmethoxy)chromen-2-one;6,7-bis(benzyloxy)coumarin;EINECS 213-003-9;6,7-bis(benzyloxy)-2H-chromen-2-one;6,7-Bis(phenylmethoxy)-2-benzopyrone;6,7-Bis(phenylmethoxy)-2H-1-benzopyran-2-one;C23H18O4;ESCULETINDIBENZYLETHER;6,7-bis-(Benzyloxy)coumarin;A6DJ7GXA5B;6,7-di(benzyloxy)coumarin;2H-1-Benzopyran-2-one, 6,7-bis(phenylmethoxy)-;Coumarin, 6,7-bis(benzyloxy)-;DTXSID70238313;MFCD00016975;AS-57976;B5251;FT-0620846;T71446

Chemical Property of 6,7-Dibenzyloxycoumarin

Chemical Property:

• Vapor Pressure: 1.4E-12mmHg at 25°C
• Melting Point: 164-166°C
• Boiling Point: 560.2 °C at 760 mmHg
• Flash Point: 246 °C
• PSA: 48.67000
• Density: 1.25 g/cm³
• LogP: 4.95100
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 358.12050905
• Heavy Atom Count: 27
• Complexity: 505

Purity/Quality:

97% ^*data from raw suppliers

6,7-Dibenzyloxycoumarin ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C3C(=C2)C=CC(=O)O3)OCC4=CC=CC=C4

Technology Process of 6,7-Dibenzyloxycoumarin

There total 6 articles about 6,7-Dibenzyloxycoumarin 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: 26.0%

2-(4,5-Bis-benzyloxy-2-nitro-benzylidene)-malonic acid (109300-71-2) → 6,7-bis-benzyloxy-coumarin (909-84-2)

Guidance literature:

With copper; In quinoline; for 0.0833333h; Heating;

DOI:10.1055/s-1986-31859

Reference yield:

4,5-bis(benzyloxy)-2-nitrobenzaldehyde (18002-41-0) → 6,7-bis-benzyloxy-coumarin (909-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / acetic acid / 50 h / 60 °C

2: 26 percent / Cu / quinoline / 0.08 h / Heating

With copper; In quinoline; acetic acid;

DOI:10.1055/s-1986-31859

Reference yield:

aesculetin (305-01-1) + benzyl chloride (100-44-7) → 6-hydroxy-7-phenylmethoxy-2H-1-benzopyran-2-one (895-61-4) + 6,7-bis-benzyloxy-coumarin (909-84-2)

Guidance literature:

With methanol; potassium carbonate;

DOI:10.1002/ardp.19442820114

upstream raw materials:

aesculetin

benzyl chloride

2-(4,5-Bis-benzyloxy-2-nitro-benzylidene)-malonic acid

4,5-bis(benzyloxy)-2-nitrobenzaldehyde