13130-19-3

Basic information

• Product Name: Dibenzofuran, 1,2,3,4-tetrahydro-
• Synonyms: Dibenzofuran, 1,2,3,4-tetrahydro-
• CAS NO: 13130-19-3
• Molecular Formula: C₁₂H₁₂O
• Molecular Weight: 172.22308
• Mol File: 13130-19-3.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 279.5°Cat760mmHg
• Flash Point: 127.1°C
• Appearance: /
• Density: 1.124g/cm³
• Vapor Pressure: 0.00679mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: Dibenzofuran, 1,2,3,4-tetrahydro-(CAS DataBase Reference)
• NIST Chemistry Reference: Dibenzofuran, 1,2,3,4-tetrahydro-(13130-19-3)
• EPA Substance Registry System: Dibenzofuran, 1,2,3,4-tetrahydro-(13130-19-3)

Safety Data

• Hazardous Substances Data: 13130-19-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H12O/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1,3,5,7H,2,4,6,8H2

Upstream product

• 132-64-9 dibenzofuran 
• 40597-69-1 3,4-dihydrodibenzo[b,d]furan-1(2H)-one 
• 14004-19-4 2-phenoxycyclohexanone 
• 139-02-6 sodium phenoxide 
• 822-87-7 2-Chlorocyclohexanone 
• 108-95-2 phenol 
• 847355-59-3 2-(2-bromophenyl)cyclohexen-1-yl triflate 
• 213127-67-4 (±)-((2-bromocyclohex-2-en-1-yl)oxy)benzene 
• 1056477-06-5 2-bromocyclohexanone 
• 930-68-7 cyclohexenone 
• 2712-78-9 bis-[(trifluoroacetoxy)iodo]benzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 14003-77-1 3-(2-hydroxyphenyl)cyclohexene 
• 1521-51-3 rac-3-bromocyclohexene 

Downstream Products

• 132-64-9 dibenzofuran 
• 100118-19-2 6-(2-hydroxybenzoyl)pentanoic acid 
• 90-43-7 2-Phenylphenol 
• 66283-64-5 1-(6,7,8,9-tetrahydro-dibenzofuran-3-yl)-ethanone 

Relevant articles and documents

Copper-catalysed benzofuran synthesis: developing aryl bromide-alkenyl triflates as general heterocycle precursors

A range of conjugated aryl bromide-alkenyl triflates, previously described as indole precursors, are efficiently converted to the corresponding benzofurans when treated with CuI/TMEDA and potassium hydroxide.

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Supported Pt-Ni bimetallic nanoparticles catalyzed hydrodeoxygenation of dibenzofuran with high selectivity to bicyclohexane

Catalytic hydrodeoxygenation (HDO) is one of the most effective methods to upgrade the oxygen-containing compounds derived from coal tar to valuable hydrocarbons. Herein, an efficient bimetallic catalyst Pt1Ni4/MgO was prepared and applied in the HDO of dibenzofuran (DBF). High yield (95%) of the desired product bicyclohexane (BCH) was achieved at 240 °C and 1.2 MPa of H2. Superior catalytic performance could be ascribed to the “relay catalysis” of Pt sites and Ni sites, and the reaction pathway is proposed as well. Scale-up experiment and recyclability test were also performed, which demonstrated the recyclability and promising potential application of Pt1Ni4/MgO.

Direct C-H α-Arylation of Enones with ArI(O2CR)2 Reagents

α-Arylation of α,β-unsaturated ketones constitutes a powerful synthetic transformation. It is most commonly achieved via cross-coupling of α-haloenones, but this stepwise strategy requires prefunctionalized substrates and expensive catalysts. Direct enone C-H α-arylation would offer an atom- and step-economical alternative, but such reports are scarce. Herein we report the metal-free direct C-H arylation of enones mediated by hypervalent iodine reagents. The reaction proceeds via a reductive iodonium Claisen rearrangement of in situ-generated β-pyridinium silyl enol ethers. The aryl groups are derived from ArI(O2CCF3)2 reagents, which are readily accessed from the parent iodoarenes. The reaction is tolerant of a wide range of substitution patterns, and the incorporated arenes maintain the valuable iodine functional handle. Mechanistic investigations implicate arylation via an umpoled "enolonium" species and show that the presence of a β-pyridinium moiety is critical for the desired C-C bond formation.

Method for synthesizing benzofuran derivative by taking alpha-phenoxy-ketone as raw material

The invention discloses a method for synthesizing a benzofuran derivative by taking alpha-phenoxy-ketone as a raw material. Under shielding of inert gas, the alpha-phenoxy-ketone is dissolved in dry dichloromethane, then a mixed solution of TiCl4 and dichloromethane is dropwise added slowly, and after the indoor temperature reaction, the benzofuran derivative after separation and purification is obtained. The method for synthesizing the benzofuran derivative has the advantages that raw materials are easy to obtain, the cost is low, and reaction conditions are mild; operation is simple and easyto control, there are fewer side reactions, and the after-processing is simple; the yield of the derivative is higher, the production cost is greatly reduced, better economic benefits are achieved, and the method is suitable for industrial production.