Dibenzofuran

Base Information

• Chemical Name: Dibenzofuran
• CAS No.: 132-64-9
• Deprecated CAS: 214827-48-2
• Molecular Formula: C12H8O
• Molecular Weight: 168.195
• Hs Code.: 29329995
• European Community (EC) Number: 205-071-3
• NSC Number: 1245
• UN Number: 3077
• UNII: 8U54U639VI
• DSSTox Substance ID: DTXSID2021993
• Nikkaji Number: J2.522D
• Wikipedia: Dibenzofuran
• Wikidata: Q419513
• Metabolomics Workbench ID: 51598
• ChEMBL ID: CHEMBL277497
• Mol file: 132-64-9.mol

Synonyms:dibenzofuran

Chemical Property of Dibenzofuran

Chemical Property:

• Appearance/Colour: white to pale yellow crystalline powder
• Vapor Pressure: 0.0044mmHg at 25°C
• Melting Point: 80-82 °C(lit.)
• Refractive Index: 1.699
• Boiling Point: 287 °C at 760 mmHg
• Flash Point: 135 °C
• PSA: 13.14000
• Density: 1.197 g/cm³
• LogP: 3.58600
• Water Solubility.: <0.1 g/100 mL at 20℃
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 168.057514874
• Heavy Atom Count: 13
• Complexity: 170
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): N,Xn,T,F
• Hazard Codes: N:Dangerous for the enviro
• Statements: R51/53:
• Safety Statements: S24/25:; S29:; S61:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzofuran Derivatives
• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3O2
• General Description: Dibenzofuran is a heterocyclic organic compound consisting of two benzene rings fused to a central furan ring. It serves as a key structural framework in various chemical syntheses, including the development of ligands for polymerization catalysts (e.g., chiral phosphinimine scaffolds) and fluorinated derivatives for pharmacological applications. While some studies highlight its utility in stereoselective polymerization, others explore its fluorinated derivatives for potential biological activities, though these may not always exhibit significant antimicrobial, antiviral, or antioxidant effects.

Technology Process of Dibenzofuran

There total 280 articles about Dibenzofuran 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: 12.0%

2-phenoxybenzaldehyde O-methyloxime → salicylonitrile (611-20-1) + dibenzofuran (132-64-9,214827-48-2) + o-phenoxybenzonitrile (6476-32-0)

Guidance literature:

at 650 ℃; under 0.005 Torr;

DOI:10.1039/a800884a

Reference yield:

6,6'-dihydroxy-1,1'-biphenyl-3,3'-dicarboxylic acid (4783-30-6) → dibenzofuran (132-64-9,214827-48-2) + 2,2'-dihydroxybiphenyl (1806-29-7)

Guidance literature:

With hydrogenchloride; at 270 ℃;

DOI:10.1017/S0714980800000659

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + 6,6'-dihydroxy-1,1'-biphenyl-3,3'-dicarboxylic acid (4783-30-6) → dibenzofuran (132-64-9,214827-48-2) + 2,2'-dihydroxybiphenyl (1806-29-7)

Guidance literature:

at 260 - 275 ℃;

DOI:10.1017/S0714980800000659

upstream raw materials:

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

3-hydroxydibenzofuran

diphenylether

xanth-9-one

Downstream raw materials:

furobufen

2-(dibenzofuran-2-carbonyl)-benzoic acid

4-aminodibenzofuran

2-chloromethyldibenzofuran

Refernces

Toward stereoselective lactide polymerization catalysts: Cationic zinc complexes supported by a chiral phosphinimine scaffold

10.1021/ic201139b

The research focuses on the development of stereoselective lactide polymerization catalysts using cationic zinc complexes supported by a chiral phosphinimine scaffold. The main objective is to create catalysts that can operate at ambient temperature, enhancing efficiency and improving the kinetics of polymerization by reducing undesirable side reactions. The study involves the synthesis of chiral phosphinimine ligands based on the dibenzofuran (dbf) framework, specifically ligands (dbf)MePhPdNDipp (7) and (dbf)MePhPdNMes (8). These ligands are protonated with Br?nsted acids to form aminophosphonium salts, which then react with organozinc reagents to create cationic zinc complexes. The experiments utilized various reactants, including dichlorophenylphosphine, (+)-menthol, BH3, and organoazides, among others, to synthesize the ligands and their subsequent complexes. The synthesized compounds were analyzed using techniques such as NMR spectroscopy, X-ray crystallography, and elemental analysis to confirm their structures and compositions. The study also investigated the behavior of one of the complexes towards the ring-opening polymerization (ROP) of rac-lactide, aiming to produce polylactide (PLA) with improved physical properties.

Synthesis and biological screening of some fluorinated dibenzofuran containing 3-chlorochromones and benzothiazepines

10.1002/jhet.139

The research explores the synthesis and biological evaluation of fluorinated dibenzofuran derivatives. The study aims to investigate the impact of incorporating fluorine into organic molecules on their pharmacological properties, specifically focusing on their potential antimicrobial, antiviral, and antioxidant activities. Key chemicals used in the research include 4-difluoromethoxy-dibenzofuran-1-carboxaldehyde, various 2-hydroxy acetophenones, copper chloride, and 2-aminothiophenol. The synthesized compounds were subjected to biological screening, which revealed that none of the tested compounds exhibited significant antioxidant, antimicrobial, or antiviral activities. The study concludes that while fluorine incorporation is known to enhance pharmacological properties in many compounds, the specific derivatives synthesized in this study did not demonstrate the expected biological activities. This suggests that further modifications or different synthetic approaches may be necessary to achieve the desired biological effects.