2-Methoxydibenzofuran

Base Information

• Chemical Name: 2-Methoxydibenzofuran
• CAS No.: 20357-70-4
• Molecular Formula: C13H10O2
• Molecular Weight: 198.221
• Hs Code.: 2932999099
• European Community (EC) Number: 683-613-1
• DSSTox Substance ID: DTXSID90174269
• Nikkaji Number: J102.212A
• Wikidata: Q83044331
• Mol file: 20357-70-4.mol

Synonyms:2-Methoxydibenzofuran;20357-70-4;2-Methoxydibenzo[b,d]furan;Dibenzofuran, 2-methoxy-;Dibenzofuran,2-methoxy-;2-methoxy dibenzofuran;2-Methoxydibenzo[b,d]furan #;SCHEMBL5848964;SCHEMBL12015225;DTXSID90174269;XSIBNFRLWPYZRA-UHFFFAOYSA-N;BBL027793;STK530106;AKOS005463091;VS-08593;FT-0746201;EN300-16148;4-METHOXY-8-OXATRICYCLO[7.4.0.0(2),?]TRIDECA-1(9),2(7),3,5,10,12-HEXAENE;4-methoxy-8-oxatricyclo[7.4.0.0,2,7]trideca-1(9),2(7),3,5,10,12-hexaene;InChI=1/C13H10O2/c1-14-9-6-7-13-11(8-9)10-4-2-3-5-12(10)15-13/h2-8H,1H

Chemical Property of 2-Methoxydibenzofuran

Chemical Property:

• Vapor Pressure: 0.000343mmHg at 25°C
• Melting Point: 42-45 °C(lit.)
• Refractive Index: 1.662
• Boiling Point: 329.3 °C at 760 mmHg
• Flash Point: 169.6 °C
• PSA: 22.37000
• Density: 1.205g/cm³
• LogP: 3.59460
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 198.068079557
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

97% ^*data from raw suppliers

2-methoxydibenzo[b,d]furan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)OC3=CC=CC=C32

Technology Process of 2-Methoxydibenzofuran

There total 3 articles about 2-Methoxydibenzofuran 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: 75.0%

2-(4-methoxyphenoxy)phenyl pivalate (1440729-97-4) → 2-methoxydibenzofuran (20357-70-4) + 1-methoxy-4-phenoxy-benzene (1655-69-2)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; caesium carbonate; 1,2-bis-(dicyclohexylphosphino)ethane; In 5,5-dimethyl-1,3-cyclohexadiene; at 160 ℃; for 72h;

DOI:10.1016/j.tet.2013.04.096

Reference yield: 29.9%

1,3-bis(4-methoxyphenoxy)benzene (13118-91-7) → 2-methoxydibenzofuran (20357-70-4) + methoxybenzene (100-66-3) + phenol (108-95-2,27073-41-2)

Guidance literature:

With [NiNP^tBu₃]₄; hydrogen; potassium hydride; In toluene; at 130 ℃; for 16h; under 760.051 Torr; Inert atmosphere; Sealed tube;

Reference yield:

2-(4-methoxyphenoxy)phenol → 2-methoxydibenzofuran (20357-70-4) + 1-methoxy-4-phenoxy-benzene (1655-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 15 h / 20 °C / Schlenk technique; Inert atmosphere

2: bis(1,5-cyclooctadiene)nickel⁽⁰⁾; 1,2-bis-(dicyclohexylphosphino)ethane; caesium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 72 h / 160 °C

With dmap; bis(1,5-cyclooctadiene)nickel⁽⁰⁾; caesium carbonate; triethylamine; 1,2-bis-(dicyclohexylphosphino)ethane; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane;

DOI:10.1016/j.tet.2013.04.096

upstream raw materials:

2-(4-methoxyphenoxy)phenyl pivalate

1,3-bis(4-methoxyphenoxy)benzene

Downstream raw materials:

(2-methoxy-dibenzofuran-3-yl)-phenyl-methanone

2-hydroxydibenzofuran

3-amino-2-methoxydibenzofuran

2-methoxy-dibenzofuran-3-carbonitrile

Refernces

• 1、 Wang, Jiayi,Ferguson, Devin M.,Kalyani, Dipannita. "Nickel-catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles". . p. 5780 - 5790. Retrieved 2013/07/19.