4-Methyldibenzofuran

Base Information

• Chemical Name: 4-Methyldibenzofuran
• CAS No.: 7320-53-8
• Molecular Formula: C13H10O
• Molecular Weight: 182.222
• European Community (EC) Number: 230-792-5
• UNII: FA4D1EJ7S3
• DSSTox Substance ID: DTXSID00976296
• Nikkaji Number: J109.266I
• Wikidata: Q27277886
• Mol file: 7320-53-8.mol

Synonyms:4-Methyldibenzofuran;7320-53-8;4-Methyldibenzo[b,d]furan;Dibenzofuran, 4-methyl-;UNII-FA4D1EJ7S3;FA4D1EJ7S3;EINECS 230-792-5;Dibenzofuran, methyl-;SCHEMBL12108;4-Methyldibenzo[b,d]furan #;DTXSID00976296;AKOS006275435;60826-62-2;FT-0756721;5-Amino-2-phenylsulfanylbenzoicacidmethylester;Q27277886

Chemical Property of 4-Methyldibenzofuran

Chemical Property:

• Vapor Pressure: 0.00144mmHg at 25°C
• Melting Point: 45℃
• Refractive Index: 1.677
• Boiling Point: 306 °C at 760 mmHg
• Flash Point: 146 °C
• PSA: 13.14000
• Density: 1.162 g/cm³
• LogP: 3.89440
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 182.073164938
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-METHYLDIBENZOFURAN 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C3=CC=CC=C3O2

Technology Process of 4-Methyldibenzofuran

There total 33 articles about 4-Methyldibenzofuran 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: 100.0%

n-butyllithium (109-72-8,29786-93-4) + dibenzofuran (132-64-9,214827-48-2) + dimethyl sulfate (77-78-1) → 4-methyl-dibenzofuran (7320-53-8)

Guidance literature:

In tetrahydrofuran; hexane;

Reference yield: 98.0%

2-(dibenzo[b,d]furan-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (912824-85-2) + methyl iodide (74-88-4) → 4-methyl-dibenzofuran (7320-53-8)

Guidance literature:

With C₂₁H₃₀ClNPPd; potassium tert-butylate; In tert-Amyl alcohol; at 65 ℃; for 18h; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.9b00025

Reference yield: 96.7%

4-Iododibenzo-[b,d]furan (65344-26-5) + Trimethylboroxine (823-96-1) → 4-methyl-dibenzofuran (7320-53-8)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In water; toluene; for 18h; Inert atmosphere; Reflux;

upstream raw materials:

dibenzofuran

dimethyl sulfate

6-methyl-1,2,3,4-tetrahydrodibenzo[b,d]furan

2,2'-dihydroxy-3-methyl-1,1'-diphenyl

Downstream raw materials:

2-methyl-6-phenylphenol

dibenzofuran-4-carbaldehyde

Refernces

• 1、 He, Zhi-Tao,Li, Haoquan,Haydl, Alexander M.,Whiteker, Gregory T.,Hartwig, John F.. "Trimethylphosphate as a Methylating Agent for Cross Coupling: A Slow-Release Mechanism for the Methylation of Arylboronic Esters". supporting information. p. 17197 - 17202. Retrieved 2018/12/14.
• 2、 Ferguson, Devin M.,Rudolph, Stacey R.,Kalyani, Dipannita. "Palladium-catalyzed intra-and intermolecular C-H arylation using mesylates: Synthetic scope and mechanistic studies". . p. 2395 - 2401. Retrieved 2014/07/21.