Dibenzofuran

• CAS: 132-64-9
• Catalog Number: ACM132649
• Category: Other Products
• Molecular Weight: 168.19
• Molecular Formula: C12H8O
• Description: Dibenzofuran is a colorless white crystalline solid. (NTP, 1992)
• Synonyms: Dibenzo[b,d]furan
• IUPAC Name: dibenzofuran
• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3O2
• InChI: InChI=1S/C12H8O/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H
• InChI Key: TXCDCPKCNAJMEE-UHFFFAOYSA-N
• Boiling Point: 549 °F at 760 mm Hg (NTP, 1992);287.0 °C;287 °C @ 760 mm Hg
• Melting Point: 187 to 189 °F (NTP, 1992);86.5 °C;86.5 °C
• Density: 1.0886 at 210 °F (NTP, 1992);1.0886 @ 99 °C
• Solubility: less than 1 mg/mL at 68° F (NTP, 1992);1.84e-05 M;Sol in alcohol and acetone; very soluble in ether;Readily soluble in benzene and acetic acid;In water, 3.1 mg/l @ 25 °C
• Application: Dibenzofuran, a white crystalline powder, is utilized primarily for applications in Gas Chromatography (GC) and Liquid Chromatography (LC) analyses, serving as a model substrate in various culture procedures. Structurally, it is an organic heterotricyclic compound, featuring a furan ring bonded to two benzene rings. While used in analytical applications, dibenzofuran is also recognized as an environmental pollutant due to its persistence in the ecosystem, potential for bioaccumulation, and toxicity to both humans and the environment. It is released into the atmosphere during combustion processes and, once adsorbed in soils, it remains highly stable under typical environmental conditions. Given its toxicological profile, dabenzofuran is closely monitored under several regulatory frameworks, including being flagged under the Clean Air Act Amendments of 1990 as a hazardous air pollutant. Moreover, its presence is noted in risk assessments conducted by the Office of Environmental Health Hazard Assessment and is listed on the U.S. Agency for Toxic Substances and Disease Registry priority list, among other national and state-level hazardous substance lists.
• Color/Form: LEAF OR NEEDLES FROM ALCOHOL;WHITE CRYSTALS;Crystalline solid
• Complexity: 170
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 0
• EC Number: 205-071-3
• Exact Mass: 168.0575
• Formal Charge: 0
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Heat of Vaporization: 66.4 kcal/mol at 130-140 °C
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 0
• Isotope Atom Count: 0
• LogP: 4.12 (LogP);log Kow= 4.12
• Monoisotopic Mass: 168.0575
• NSC Number: 1245
• Odor: Weak, characteristic odor
• Other Experimental: Sublimeable, volatile in steam; dielectric constant = 3.0 at 100 °C;Enthalphy of sublimation = 84.42 kJ/mol;Heat of fusion = 2.27X10+7 J/kmol;Vapor pressure = 0.3310 Pa (2.48X10-3 mm Hg) at 25 °C /Sublimation vapor pressure/;Hydroxyl radical reaction rate constant = 3.90X10-12 cu cm/molecule-sec @ 25 °C
• Refractive Index: Index of refraction: 1.6079 @ 99 °C/D
• Rotatable Bond Count: 0
• Stability: This compound is sensitive to prolonged exposure to light.
• Topological Polar Surface Area: 13.1 Ų
• UNII: 8U54U639VI
• UN Number: 3077;3077
• Vapor Density: 5.8 (NTP, 1992) (Relative to Air);5.8 (Air= 1)
• Vapor Pressure: 0.00 mmHg;0.00248 mm Hg @ 25 °C
• XLogP3: 4.1
• XLogP3-AA: 4.1

Synthetic Use

Downstream Synthesis Route 1

• 132-64-9

• 10016-52-1

Reference: [1] Organic Letters, 2010, vol. 12, # 15, p. 3438 - 3441

Downstream Synthesis Route 2

• 132-64-9

• 10016-52-1
• 86-76-0

Reference: [1] Organic Letters, 2006, vol. 8, # 19, p. 4211 - 4214

Downstream Synthesis Route 3

• 132-64-9

• 10016-52-1
• 67733-57-7
• 84761-81-9
• 84761-80-8

Reference: [1] Heterocycles, 1982, vol. 19, # 12, p. 2349 - 2354
[2] Heterocycles, 1982, vol. 19, # 12, p. 2349 - 2354

Downstream Synthesis Route 4

• 67-62-9
• 132-64-9

• 50548-43-1

Reference: [1]Iowa State College Journal of Science,1943,vol. 18,p. 98,99

Downstream Synthesis Route 5

• 132-64-9

• 10016-52-1

Reference: [1]Tetrahedron,2019,vol. 75,p. 2400 - 2405

Downstream Synthesis Route 6

• 132-64-9

• 5408-56-0

Reference: [1]Patent: US2012/157694,2012,A1 .Location in patent: Page/Page column 25

* For details of the synthesis route, please refer to the original source to ensure accuracy.