| 词条 | Acenaphthylene |
| 释义 |
| Verifiedimages = changed | Watchedfields = changed | verifiedrevid = 477238237 | Name = Acenaphthylene | ImageFileL1_Ref = {{chemboximage|correct|??}} | ImageFileL1 = Acenaphthylene.svg | ImageSizeL1 = 120px | ImageAltL1 = Skeletal formula | ImageFileR1 = Acenaphthylene-3D-spacefill.png | ImageSizeR1 = 120px | ImageAltR1 = Space-filling model | PIN = Acenaphthylene[1] | OtherNames = Cyclopenta[de]naphthalene, Acenaphthalene |Section1={{Chembox Identifiers | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 33081 | SMILES = c3cc1cccc2\\C=C/c(c12)c3 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 8807 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 1Z25C36811 | InChI = 1/C12H8/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-8H | InChIKey = HXGDTGSAIMULJN-UHFFFAOYAQ | SMILES1 = c1cc2cccc3c2c(c1)C=C3 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C12H8/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-8H | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = HXGDTGSAIMULJN-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 208-96-8 | PubChem = 9161 | RTECS = |Section2={{Chembox Properties | C=12 | H=8 | Appearance = Yellow crystals | Density = 0.8987 g cm−3 | Solubility = Insoluble | Solubility1 = very soluble | Solvent1 = ethanol | Solubility2 = very soluble | Solvent2 = diethyl ether | Solubility3 = very soluble | Solvent3 = benzene | Solubility4 = soluble | Solvent4 = chloroform | MeltingPtC = 91.8 | BoilingPtC = 280 |Section3={{Chembox Structure | CrystalStruct = | Dipole = |Section7={{Chembox Hazards | ExternalSDS = | MainHazards = | FlashPt = | RPhrases = {{R22}} {{R36}} {{R37}} {{R38}} | SPhrases = {{S26}} {{S36}} {{S37}} {{S39}} |Section8={{Chembox Related | OtherCompounds = acenaphthene }} Acenaphthylene is a polycyclic aromatic hydrocarbon. The molecule resembles naphthalene with positions 1 and 8 connected by a C2H2 unit. It is a yellow solid. Unlike many polycyclic aromatic hydrocarbons, it has no fluorescence. OccurrenceAcenaphthylene occurs as about 2% of coal tar. It is produced industrially by dehydrogenation of acenaphthene.[2] ReactionsHydrogenation gives the more saturated compound acenaphthene. It functions as a ligand for some organometallic compounds.[3]Chemical reduction affords the radical anion sodium or potassium acenaphthalenide, which is used as a strong reductant (E = -2.26 V vs FC). [4] ToxicityThe no-observed-effect-level of acenaphthylene after repeated 28-day oral administration to both male and female rats was found to be 4 mg/kg/day.[5] References1. ^{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = The Royal Society of Chemistry | date = 2014 | location = Cambridge | page = 210 | doi = 10.1039/9781849733069-00130 | isbn = 978-0-85404-182-4}} {{PAHs}}{{Authority control}}2. ^Karl Griesbaum, Arno Behr, Dieter Biedenkapp, Heinz-Werner Voges, Dorothea Garbe, Christian Paetz, Gerd Collin, Dieter Mayer, Hartmut Höke “Hydrocarbons” in Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH, Weinheim. {{DOI|10.1002/14356007.a13_227}} 3. ^{{OrgSynth|author =Yukihiro Motoyama |author2=Chikara Itonaga |author3=Toshiki Ishida |author4=Mikihiro Takasaki |author5=Hideo Nagashima | year=1925|title=Catalytic Reduction of Amides to Amines with Hydrosilanes Using a Triruthenium Cluster as the Catalyst |volume=82|pages=188|collvol=11|collvolpages=1|prep=CV11P001}} 4. ^N. G. Connelly and W. E. Geiger, "Chemical Redox Agents for Organometallic Chemistry", Chem. Rev. 1996, 96, 877-910. {{DOI|10.1021/cr940053x}} 5. ^{{cite journal |last1=Tanabe |first1=S. |last2=|display-authors=et al |first2= |date=2017 |title=Toxicity of repeated 28-day oral administration of acenaphthylene in rats |url=http://doi.org/10.2131/fts.4.247 |journal=Fundamental Toxicological Sciences |volume=4 |issue=6 |pages=247–259 |doi=10.2131/fts.4.247 |access-date=November 6, 2017 }} 2 : Polycyclic aromatic hydrocarbons|Tricyclic compounds |
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