| 词条 | Dibenzofuran |
| 释义 |
| Watchedfields = changed | verifiedrevid = 443634542 | ImageFile_Ref = {{chemboximage|correct|??}} | ImageFile = Dibenzofuran-numbering-2D-skeletal.png | ImageAlt = Skeletal formula showing numbering convention | ImageFile1 = Dibenzofuran 3D ball.png | ImageAlt1 = Ball-and-stick model of the dibenzofuran molecule | IUPACName = | OtherNames = |Section1={{Chembox Identifiers | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C07729 | InChI = 1/C12H8O/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H | InChIKey = TXCDCPKCNAJMEE-UHFFFAOYAX | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 277497 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C12H8O/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = TXCDCPKCNAJMEE-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 132-64-9 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 551 | PubChem = 568 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 28145 | SMILES = o2c1ccccc1c3c2cccc3 }} |Section2={{Chembox Properties | Formula = C12H8O | MolarMass = 168.19 g/mol | Appearance = white crystalline powder | Density = | MeltingPtC = 81 to 85 | MeltingPt_notes = | BoilingPtC = 285 | Solubility = Insoluble |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = | RPhrases = {{R51/53}} | SPhrases = {{S24/25}} {{S29}} {{S61}} |Section4={{Chembox Related | OtherCompounds = Furan Benzofuran Dibenzodioxin Dibenzothiophene Carbazole Polyozellin (compound with a kernel with two dibenzofurans that share the same benzene ring) }}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 (not shown in the image). 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.[1] ReactionsDibenzofuran 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.[1] It undergoes electrophilic reactions, such as halogenation and Friedel-Crafts reactions. Reaction of DBF with butyl lithium results in dilithiation.[2] Dibenzofuran is the precursor to the drug furobufen by Friedel-Crafts reaction with succinic anhydride. SafetyDibenzofuran 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.[1] The polychlorinated dibenzofurans are however controversial and potentially dangerous. See also
References1. ^1 2 Gerd Collin and Hartmut Höke "Benzofurans" in Ullmann's Encyclopedia of Industrial Chemistry, 2007, Wiley-VCH, Weinheim. {{DOI|10.1002/14356007.l03_l01}} {{Nuclear receptor modulators}}2. ^Ulrich Iserloh, Yoji Oderaotoshi, Shuji Kanemasa, and Dennis P. Curran "Synthesis of (R,R)-4,6-Dibenzofurandiyl-2,2'-Bis (4-Phenyloxazoline) (DBFOX/PH) – A Novel Trridentate Ligand" Org. Synth. 2003, volume 80, 46. {{DOI|10.15227/orgsyn.080.0046}} 1 : Dibenzofurans |
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