dibenzofuran dibenzofuran dibenzofuran is a heterocyclic organic compound with the chemical structure shown at right. it is an aromatic compound that has two benzene rings fused to a central furan ring. all the numbered carbon atoms have a hydrogen atom bonded to each of them. it is a volatile white solid that is soluble in nonpolar organic solvents. it is obtained from coal tar, where it exists as a 1% component. dibenzofuran names preferred iupac name dibenzofuran identifiers cas number 132-64-9 y 3d model (jsmol) interactive image 3dmet b01101 beilstein reference 121100 chebi chebi:28145 y chembl chembl277497 y chemspider 551 y echa infocard 100.004.612 ec number 205-071-3 gmelin reference 67825 kegg c07729 y pubchem cid 568 unii 8u54u639vi y un number 3077 comptox dashboard (epa) dtxsid2021993 inchi inchi=1s/c12h8o/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8h ykey: txcdcpkcnajmee-uhfffaoysa-n yinchi=1/c12h8o/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8hkey: txcdcpkcnajmee-uhfffaoyax smiles o2c1ccccc1c3c2cccc3 properties chemical formula c12h8o molar mass 168.19 g/mol appearance white crystalline powder melting point 81 to 85 °c (178 to 185 °f; 354 to 358 k) boiling point 285 °c (545 °f; 558 k) solubility in water insoluble hazards ghs labelling: pictograms signal word warning hazard statements h302, h312, h332, h411 precautionary statements p273, p391, p501 related compounds related compounds furanbenzofurandibenzodioxindibenzothiophenecarbazolepolyozellin (compound with a kernel with two dibenzofurans that share the same benzene ring) except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). y verify (what is yn ?) infobox references reactions dibenzofuran is thermally robust with a convenient liquid range. these properties, together with its low toxicity, are exploited by the use of dbf as a heat transfer agent. it undergoes electrophilic reactions, such as halogenation and friedel-crafts reactions. reaction of dbf with butyl lithium results in dilithiation. dibenzofuran is the precursor to the drug furobufen by friedel-crafts reaction with succinic anhydride. safety dibenzofuran is a relatively non-toxic compound as evidenced by rats being unaffected after a 200-day diet consisting of 0.025 – 0.4% of dbf. the polychlorinated dibenzofurans are however among the potentially toxic dioxins and dioxin-like compounds. dibenzofuran is cited in the united states clean air act 1990 amendments -hazardous air pollutants as a volatile hazardous air pollutant of potential concern. the superfund amendment reauthorization act (sara) section 110 placed dibenzofuran on the revised agency for toxic substances and disease registry (atsdr) priority list of hazardous substances to be the subject of a toxicological profile. the listing was based on the substance’s frequency of occurrence at comprehensive environmental response, compensation, and liability act (cercla) national priorities list sites, its toxicity, and/or its potential for human exposure.