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:

98% ^*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

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:

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

1-(4-dibenzofuranyl)-1,2-diphenylethanol

3-benzoyl-dibenzofuran

dibenzo[b,d]furan-3-carbonitrile

Refernces

• 1、 Oita et al.. "-". . p. 657,663. Retrieved 1955.
• 2、 Cieplik, Mariusz K.,Epema, Onno J.,Louw, Robert. "Thermal hydrogenolysis of dibenzo-p-dioxin and dibenzofuran". . p. 2792 - 2799. Retrieved 2002.
• 3、 Cullinane. "-". . p. 2267. Retrieved 1930.
• 4、 Zhao, Hua,Yang, Ke,Zheng, Hongyan,Ding, Ruichao,Yin, Fangjie,Wang, Ning,Li, Yun,Cheng, Bin,Wang, Huifei,Zhai, Hongbin. "A One-Pot Synthesis of Dibenzofurans from 6-Diazo-2-cyclohexenones". . p. 5744 - 5747. Retrieved 2015.
• 5、 Gilman,Swiss,Cheney. "-". . p. 1963,1965. Retrieved 1940.
• 6、 Evans, Catherine S.,Dellinger, Barry. "Mechanisms of dioxin formation from the high-temperature oxidation of 2-bromophenol". . p. 2128 - 2134. Retrieved 2005.
• 7、 Pal, Rammyani,Chatterjee, Nivedita,Roy, Manas,Sarkar, Sabyasachi,Sarkar, Swarbhanu,Sen, Asish Kumar. "Cubic nano-copper(I) oxides as reusable catalyst in consecutive decarboxylative C[sbnd]H arylation and carbonylation: rapid synthesis of carbonyl dibenzofurans". . p. 4956 - 4960. Retrieved 2016.
• 8、 Chirico, R. D.,Gammon, B. E.,Knipmeyer, S. E.,Nguyen, A.,Strube, M. M.,et al.. "The thermodynamic properties of dibenzofuran". . p. 1075 - 1096. Retrieved 1990.
• 9、 Sumida, Yuto,Harada, Ryu,Sumida, Tomoe,Johmoto, Kohei,Uekusa, Hidehiro,Hosoya, Takamitsu. "Synthesis of Dibenzofurans by Cu-Catalyzed Deborylative Ring Contraction of Dibenzoxaborins". . p. 6687 - 6691. Retrieved 2020.
• 10、 Oae, Shigeru,Iida, Kazuyuki,Shinhama, Koichi,Takata, Toshikazu. "The Pschorr Cyclization of Aromatic Amines with t-Butyl Thionitrate in Nonaqueous Media". . p. 2374 - 2378. Retrieved 1981.