; Lant, M.S. and g.c.-m.s. ; Kerr, A.A.; Lockington, J.N. Chemosphere. Separation and retention indices with retention increments of some nitrated polynuclear aromatic hydrocarbons on a low-polarity (SE-30) capillary column, J. XXXIV. Based on 160 references, this review covers the phytochemistry and pharmacology of 213 naturally occurring phenanthrenes that have been isolated between 2008 and 2016. Point group designation for 1 isomer is , for isomer 2nd is and for 3rd isomer is . 2008 Mar;69(5):1084-110. doi: 10.1016/j.phytochem.2007.12.005. Integrated heat capacity (0 K to 298.15 K) (HH), ; Dalluge, J.; Brinkman, U.A.Th., Gas chromatography-time-of-flight mass spectrometry for sensitive determination of organic microcontaminants, J. Microcolumn Sep., 11(9), 1999, 663-675. ass: Semi-standard non-polar; Column diameter: 0.31 mm; Column length: 25 m; Column type: Capillary; CAS no: 85018; Active phase: SE-54; Data type: Normal alkane RI; Authors: Ding, Q.; Deng, Y.; Sun, Y.; Huagn, A.; Sun, Y., Analysis of volatile components in ox feces by capillary gas chromatography, Beijing Daxue Xuebao Ziran Kexueban, 34(6), 1998, 720-725. ass: Semi-standard non-polar; Column diameter: 0.31 mm; Column length: 25 m; Column type: Capillary; Heat rate: 4 K/min; Start T: 35 C; End T: 250 C; Start time: 3 min; CAS no: 85018; Active phase: SE-54; Data type: Normal alkane RI; Authors: Ding, Q.; Deng, Y.; Sun, Y.; Huagn, A.; Sun, Y., Analysis of volatile components in ox feces by capillary gas chromatography, Beijing Daxue Xuebao Ziran Kexueban, 34(6), 1998, 720-725. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 50 C; End T: 280 C; End time: 10 min; Start time: 0.5 min; CAS no: 85018; Active phase: HP-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Guillen, M.D. Salamone S, Waltl L, Pompignan A, Grassi G, Chianese G, Koeberle A, Pollastro F. Plants (Basel). Quality Level. It is also used in agrochemical and pharmaceutical intermediates. Chromatogr., 66, 1972, 43-53. umn class: Standard non-polar; Column type: Packed; Start T: 170 C; CAS no: 85018; Active phase: OV-1; Carrier gas: Nitrogen; Substrate: Gas-Chrom Q; Data type: Normal alkane RI; Authors: Nicoud, J.F. ChemTube3D by Nick Greeves is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License, Organic Chemistry Animations Introduction, Acid Chloride Formation Thionyl Chloride, Acid chloride formation-Phosphorus Pentachloride, Addition to C=O - loss of carbonyl oxygen, Molecules with a Plane of Symmetry Feists Acid, Chiral Allenes Without Stereogenic Centres, Conformations of ethane Newman projection, Conformational Analysis Pea Moth Pheromone, Substrate structure controls substitution mechanism S, E2 Regioselective Elimination to Menthenes A, E2 Regioselective Elimination to Menthenes B, Formation of Diazonium Salt Diazotization, Benzyne formation Diazotization-decarboxylation, Enolisation and formation of syn aldol product, Enolisation and formation of anti aldol product, Simple Diastereoselectivity - cis gives syn aldol, Simple Diastereoselectivity - trans gives anti aldol, Conjugate Addition of MeSH to an Unsaturated Aldehyde, Conjugate Addition of Diethylamine to an Unsaturated Nitrile (Acrylonitrile), Conjugate Addition of Diethylamine to an Unsaturated Ester, Conjugate Addition of Enamine to Unsaturated Imine, Conjugate addition of peroxide to form epoxides, Regioselectivity 2-methoxybuta-1,3-diene and acrylonitrile, Regioselectivity 1,1-dimethylbutadiene and methyl acrylate, Stereochemistry of the dienophile - diesters, Stereochemistry of the dienophile - dinitrile, The Woodward Hoffman description of the Diels-Alder, Intramolecular Diels-Alder (E)-3-Methyldeca-1,3,9-triene, Intramolecular Diels-Alder 1,3,9-decatrien-8-one, 2,3-Dimethylbutadiene and Acrolein(propenal), Quinone as Dienophile Steroid Framework, Intramolecular Diels-Alder Regioselectivity reversal, 8-Phenylmenthol auxiliary-controlled Diels-Alder, Paal-Knorr pyrrole synthesis via hemiaminal, Pyridine N-Oxide Nucleophilic Substitution, Pyridine N-Oxide Remote Oxidation And Rearrangement, 1,3-Dipolar Cycloaddition Isoxazole from nitrile oxide, Electrocyclic reactions are stereospecific, Conrotatory ring closure/opening - cyclobutene, Disrotatory ring closure/opening - hextriene, Semipinacol rearrangements of diazonium salts, Rearrangements with different nucleophiles, Retention of stereochemistry can indicate neighbouring group participation, Neighbouring group participation: alpha-lactone formation, Fragmentations are controlled by stereochemistry, Controlled by stereochemistry (Cis isomer), Controlled by stereochemistry (Trans Less severe interactions), Controlled by stereochemistry (Trans Severe interactions), Fragmentation of diastereoisomers (Trans-decalin I), Fragmentation of diastereoisomers (No ring fragmentation), Photolysis of diazomethane to produce a carbene, Methylation of carboxylic acid using diazomethane, Cyclopropanation of an Alkene by a Carbenoid, Stereoselective Aldol Reaction Cis gives Syn, Stereoselective Aldol Reaction - Trans gives Anti, Endo-trig reactions (5-endo-trig orbital overlap), Hydroboration (Addition of boron hydride to alkenes), Pd-Carbonylative Kosugi-Migita-Stille Coupling Reaction, Pd-Butenolide Formation From Carbonylation Of A Vinyl Bromide, Pd-catalysed nucleophilic allylic substitution of functionalised compounds, Hydroboration of cyclopentadiene Ipc-borane, Acetylenic Ketone Reduction Alpine Borane, Intermolecular aldol -proline hydroxyacetone, BISCO Bismuth Strontium Calcium Copper Oxide BSCCO, Chalcogenides, Intercalation Compounds and Metal-rich phases, Cathode (Positive electrode) material examples, Anode (Negative electrode) Material Examples, Compare shape and size of 1s, 2s and 2p orbitals, Orbital-orbital Interactions and Symmetry Adapted Linear Combinations, Distortions of a octahedral complex with chelating ligands, Ligand Substitution Square Planar Complex, Possible morphologies of Au Nanoparticles, Electrophilic Addition Addition of bromine to an alkene, Electrophilic addition to alkenes Symmetrical and Unsymmetrical, Nucleophilic Addition Addition of Hydride, Cyanohydrin Formation Nucleophilic addition to the carbonyl group, Nucleophilic Substitution at Saturated Carbon, Nucleophilic Substitution Cyanide + Ethyl Bromide, Elimination E2 Stereoselective for E alkenes, Radical Reactions Synthesis of Chloroalkanes, Radical Reactions CFCs and the Ozone Layer, Polyvinyl Chloride Poly(chloroethene) PVC, Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License. x6t:6By,M@!"x}~}pW2x8nF' Cholet J, Decombat C, Delort L, Gainche M, Berry A, Ogeron C, Ripoche I, Vareille-Delarbre M, Vermerie M, Fraisse D, Felgines C, Rossary A, Ranouille E, Berthon JY, Tourrette A, Priam J, Saunier E, Troin Y, Senejoux F, Chalard P, Caldefie-Chzet F. Int J Mol Sci. Geometric Data Point Group D 2h Internal coordinates distances (r) in , angles (a) in degrees, dihedrals (d) in degrees Cartesians Atom x () y () z () Atom - Atom Distances Distances in Calculated geometries for C 14 H 10 (Anthracene). Y.s_H?FBp8BfyfU aF2glX/^NIlMoP?_e3znm{ aEx!&? Melting Point (C) Physical Form. o|? ; Liang Y.Z. ; Lind, M.A., Gas-liquid chromatographic analyses. ;jC'g HmNl$^6FYfc f:pNuo#w'e#=&sqd$ndMf x?3lQUPI6p8hbu}j0Qamysp=o|ULz$4Bhx7MG~Ja)?2?*~x> gyVrzNf|rY(n!C/j6N> ndpFMYm4=6Ml21tl?~]>:-~p tvhQWuNnTm&QGEv{+7"{s3G?oR3>?K7(/~]Ep0n0YzRJ^KvWMup? ~!W;H"?|6,p /eNYS-IyW{'Bg4{gZ9q/=S6dN|L7}K4>88 7!_?.I*7w7"-g5H?~p~GmYS}wRz}{2O~d:>/.mH$k;A}=E-n0Eq!L2xscD|.3nj xntluww#!4l Got a better number? 2022 Aug 16;11(16):2130. doi: 10.3390/plants11162130. <> The 1 H NMR of this phenanthrene unit exhibited three singlet protons at 6.96 (1H, s, H-3), 7.19 . ; Moradpour, A.; Balavoine, G.; Kagan, H.; Martin, R.H.; Deblecker, M., Chromatographie en phase vapeur d'helicenes et de diaryl-1,2 ethylenes, J. endobj as probed using HRMS coupled with isotope-labeling. ; Li, X.N. [/&gP;COw+ha1$j'aN7o;=idt}_ ] ^w|o~}muqU=cv(TE5Qu T9w?XsrMTBD ~0[]f=^Lp;f)\%q!e\m51c:%va?=) TU"}|m%aX~3$5 k(l7v&W'Vf`{uYbp>e2O_l`m$4~P#"H!w6rd?w?oRM/:^Y75wz.|#@7q& Y#N,1nV7(Q)dH}x~#yx!LFnHB85o. Phenanthrene is a polycyclic aromatic hydrocarbon (PAH) and has been frequently used as an indicator for monitoring PAH contaminated matrices [1]. Journals | Struct. Some documentation and label information may refer to the legacy brand. and transmitted securely. Stable. % lw,n>kwfk`o/Cwd&84Q/;J#]a!. :sXh/+CN/>[^u;`G,3nx?coi4QBO9]F]~2D3u8Q: '5}m1U'wzha7f2tfh!njGvN:hpoR?MF2fSK|\jow&R&qbg7cQ=Jq :m;>Nd4{(\:(q7o7z!aa 7l)cjQi2*?j~Y_Fywb\C~ Pg;_8 3#} ^}NICE)G~oC=^iIo7j+{}40/ T_g>P(:ND ubgd!7i>6e^Y;{iu>'} ]SQD}Py;|:Nb/. Epub 2019 Jun 21. PMC and g.c.-m.s. government site. It has also been used to make bile acids, cholesterol and steroids. Insoluble in water. No votes so far! ; Hua, R.L. /Group << /S /Transparency /CS /DeviceRGB /I false /K false >> An official website of the United States government. Roum. Environ., EUR 10388, 1986, 123-127. ass: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 30 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 60 C; End T: 290 C; CAS no: 85018; Active phase: DB-5; Carrier gas: He; Phase thickness: 0.1 um; Data type: Normal alkane RI; Authors: Quilliam, M.A. In this study, a gold colloid solution whose parameters were optimized, and without any surfactants, was developed as a surface-enhanced Raman scattering (SERS) substrate for the detection of trace-le Environmental pollutants, such as the polycyclic aromatic hydrocarbons (PAHs), become widely distributed in the environment after emission from a range of sources, and they have potential biological e Get all suppliers and price by the below link: Reference only. Educ., 76(12), 1999, 1695-1696. class: Semi-standard non-polar; Column diameter: 0.31 mm; Column length: 25 m; Column type: Capillary; Description: 50C(2min)=>(20C/min)=>120C=>(7C/min)=>310C(10min); CAS no: 85018; Active phase: 5 % Phenyl methyl siloxane; Carrier gas: He; Phase thickness: 0.52 um; Data type: Linear RI; Authors: Yasuhara, A.; Shiraishi, H.; Nishikawa, M.; Yamamoto, T.; Uehiro, T.; Nakasugi, O.; Okumura, T.; Kenmotsu, K.; Fukui, H.; Nagase, M.; Ono, Y.; Kawagoshi, Y.; Baba, K.; Noma, Y., Determination of organic components in leachates from hazardous waste disposal sites in Japan by gas chromatography-mass spectrometry, J. Chromatogr. stream Oxford: 2010. High-Sensitivity Surface-Enhanced Raman Scattering (SERS) Substrate Based on a Gold Colloid Solution with a pH Change for Detection of Trace-Level Polycyclic Aromatic Hydrocarbons in Aqueous Solution. A novel theory invokes so-called stabilizing hydrogen-hydrogen bonds between the C4 and C5 hydrogen atoms. Soc. stream /MediaBox [0 0 612 792] ; Lind, M.A., Gas-liquid chromatographic analyses. JSmolCloneData.type=t;JSmolCloneData.state=Jmol.getPropertyAsString(JSmolObject,'stateInfo');window.open('../JSmolPopupGallery.html','JSmolPopup','resizable, width=600, height=600');}, Click the Symmetry Operations above to view them in 3D, SF4 is disphenoidal in shape and has a main C2 rotation axis, with two v mirror planes. Jmol.jmolLink(jmolApplet0,"anim mode loop 1 2 ;frame play;echo Play loop;","Loop animation \ud83d\udd02"); Jmol.jmolLink(jmolApplet0,"anim off;echo ","Stop animation \u23F9"); Jmol.jmolLink(jmolApplet0,"anim rewind#;","Frame 1 \u23EB");Jmol.jmolHtml('    ') Chromatogr., 173, 1979, 109-118. ass: Semi-standard non-polar; Column diameter: 0.26 mm; Column length: 30 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 50 C; End T: 300 C; End time: 20 min; Start time: 4 min; CAS no: 85018; Active phase: DB-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Rostad, C.E. Structure-retention index relationship on polar columns, J. Federal government websites often end in .gov or .mil. Molecular Targets and Mechanisms of 6,7-Dihydroxy-2,4-dimethoxyphenanthrene from Chinese Yam Modulating NF-B/COX-2 Signaling Pathway: The Application of Molecular Docking and Gene Silencing. {z#?KrYP}wg?KAG|zt\8 i Abbreviated "phen", it is used as a ligand in coordination chemistry, forming strong complexes with most metal ions. Syst., 82, 2006, 218-228. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 2 K/min; Start T: 80 C; End T: 290 C; CAS no: 85018; Active phase: HP-5MS; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Zhao, C.-X. "R}~Q:~pgg'"l/O:OV~ @zo7g)AK.C4}3V;NO?ucpwHl|`+{yYf|.?,__H>vw8*o?{;{.dOIG?w^A`$tSJ8QXSN0An5@ endstream w !1AQaq"2B #3Rbr ; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Dehydrogenation using selenium converts the other rings into aromatic ones as well. Biological monitoring of exposure to polycyclic aromatic hydrocarbons by determination of unmetabolized compounds in urine. Lab. Phenanthrene. Monoisotopic mass 178.078247 Da. Chromatogr., 393, 1987, 175-194. umn class: Standard non-polar; Column diameter: 0.33 mm; Column length: 25 m; Column type: Capillary; Start T: 200 C; CAS no: 85018; Active phase: SE-30; Carrier gas: N2; Data type: Normal alkane RI; Authors: Korhonen, I.O.O. Jmol.jmolLink(jmolApplet0,"Frame Next","Next \u23ED");Jmol.jmolHtml('    ');Jmol.jmolLink(jmolApplet0,"Frame Prev","Prev \u23EE"); analysis of middle oil fractions, Fuel, 76(5), 1997, 415-423. umn class: Standard non-polar; Column diameter: 0.2 mm; Column length: 25 m; Column type: Capillary; Start T: 160 C; CAS no: 85018; Active phase: OV-1; Carrier gas: N2; Phase thickness: 0.33 um; Data type: Kovats RI; Authors: Zhang, M.; Chen, B.; Shen, S.; Chen, S., Compositional studies of high-temperature coal tar by g.c.-FT-i.r. It has also been identified in seafood collected from contaminated waters and in smoked and charcoal-broiled foods. Some documentation and label information may refer to the legacy brand. Isotope. Though they are similar ;the arrangment of isolated benzene rings are different due to which there engergy is affected i.e energy of anthracene is 83 kcal and that of phenanthrene is 91 kcal. The phenanthrene is a leaf-like crystal with a relative density of 1.179 (25/4 ) and a refractive index of 1.6450, melting point of 101 C and boiling point of 340 C. else if(/_Applet/.test(t)){t='Java';} Because of its hydrophilic nature, it exhibits delayed transport across the blood-brain barrier, thus delaying its onset of action. Almost all of the newly isolated compounds have been studied for their biological activities (e.g., potential cytotoxic, antimicrobial, anti-inflammatory, and antioxidant effects), and many of them showed multiple activities. Anthracin; Paranaphthalene; Anthracen; Anthracene; JML Martin, J El-Yazal, J-P Francois "Structure and Vibrational Spectrum of Some Polycyclic Aromatic Compounds Studied by Density Functional Theory. A, 659, 1994, 151-161. ass: Standard non-polar; Column diameter: 0.32 mm; Column length: 25 m; Column type: Capillary; Heat rate: 20 K/min; Start T: 50 C; End T: 250 C; Start time: 1 min; CAS no: 85018; Active phase: HP-1; Carrier gas: He; Data type: Normal alkane RI; Authors: Katritzky, A.R. This site needs JavaScript to work properly. PAHs are often found together in groups of two or more. Jmol.jmolCheckbox(jmolApplet0,"zoom 300","zoom 100","Zoom",false);Jmol.jmolBr() Chemsrc provides Phenanthrene(CAS#:85-01-8) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Chromatogr., 586, 1991, 85-112. https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:28851, ACD/Labs Percepta Platform - PhysChem Module, US Environmental Protection Agencys EPISuite, Compounds with the same molecular formula, Search Google for structures with same skeleton, Soluble in alcohol, benzene, toluene, and glacial acetic acid. Phenanthrene induces oxidative stress and inflammation[2]. II. Tell us how we can improve this page (in your own language if you prefer)? Temperature-programmed retention indices for GC and GC-MS of hydrocarbon fuels and simulated distillation GC of heavy oils, in Analytical advances for hydrocarbon research, Hsu,C.S., ed(s), Kluwer Academic/Plenum Publishers, New York, 2003, 147-193. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 4 K/min; Start T: 40 C; End T: 310 C; Start time: 5 min; CAS no: 85018; Active phase: DB-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Lai, W.-C.; Song, C., Temperature-programmed retention indices for g.c. /Contents 4 0 R Organic Compound; Aromatic Hydrocarbon; Industrial By-product/Pollutant; Polycyclic Aromatic Hydrocarbon; Pollutant; Food Toxin; Industrial/Workplace Toxin; Natural Compound, ORL-MUS LD50 700 mg kg-1, IPR-MUS LD50 700 mg kg-1, IVN-MUS LD50 56 mg kg-1, Harmful/Irritant/Light Sensitive/Store under Argon, Toxic to aquatic life/Harmful/Irritant/Light Sensitive/Store under Argon, WARNING: Irritates skin and eyes, harmful if swallowed, A polycyclic aromatic hydrocarbon composed of three fused benzene rings which takes its name from the two terms 'phenyl' and 'anthracene. endobj Electrochemical energy-storage devices have the potential to be clean and efficient, but their current cost and performance limit their use in numerous transportation and stationary applications. /MediaBox [0 0 612 792] Pg.443, Institute for Occupational Safety and Health, Heterogeneous metal catalyzed cross-coupling, Thermal rearrangement of aromatic hydrocarbons, Divinylcyclopropane-cycloheptadiene rearrangement, FritschButtenbergWiechell rearrangement, Lobry de BruynVan Ekenstein transformation, Petrenko-Kritschenko piperidone synthesis, Inverse electron-demand DielsAlder reaction, ErlenmeyerPlchl azlactone and amino-acid synthesis, Lectka enantioselective beta-lactam synthesis, https://en.wikipedia.org/w/index.php?title=Phenanthrene&oldid=1147532367, Articles with changed ChemSpider identifier, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Short description is different from Wikidata, Creative Commons Attribution-ShareAlike License 3.0, This page was last edited on 31 March 2023, at 15:40. /Mediabox [ 0 0 612 792 ] ; Lind, M.A., Gas-liquid chromatographic analyses stress and inflammation 2! 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