[3] ; Zeng, Z.-D., Comparative analysis of volatile components from Clematis species growing in China, Anal. Natural phenanthrenes and their biological activity. x6t:6By,M@!"x}~}pW2x8nF' Microwave irradiation of the solid mass of 9, 10-dihydrophenanthrene (115) impregnated with clay and bismuth nitrate produced 3,6-dinitro-9,10-dihydrophenanthrene (116) in excellent yields (Scheme 33).This nitration method has numerous advantages. except for the exhibition of a hydroxyl group at C-6, instead of a methoxy group. 1,10-Phenanthroline ( phen) is a heterocyclic organic compound. [5] Dehydration of glycerol gives acrolein which condenses with the amine followed by a cyclization. ; Roganov, G.N.,Thermodynamics of Organic Compounds in the Gas State,Thermodynamics Research Center, College Station, TX, 1994. GHS H StatementH302 Harmful if swallowed. It has also been identified in seafood collected from contaminated waters and in smoked and charcoal-broiled foods. Melting Point (C) Physical Form. and g.c.-m.s. /MediaBox [0 0 612 792] Polycyclic aromatic hydrocarbon composed of three fused benzene rings, InChI=1S/C14H10/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13/h1-10H, InChI=1/C14H10/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13/h1-10H, Except where otherwise noted, data are given for materials in their, Peter Atkins, J. D. P., Atkins' Physical Chemistry. Roum. ; Hua, R.L. 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: 6 K/min; Start T: 40 C; End T: 310 C; 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. Dupuy J, et al. ; Fang, H.-Z. De Natale A, Pollio A, De Marco A, Luongo G, Di Fabio G, Zarrelli A. Curr Top Med Chem. [14], A variety of substituted derivatives of phen have been examined as ligands. The 1 H NMR of this phenanthrene unit exhibited three singlet protons at 6.96 (1H, s, H-3), 7.19 . Temperature (K) A B C Reference Comment; 373. The alkyllithium content of solutions can be determined by treatment of such reagents with small amounts of phenanthroline (ca. It is a white solid that is soluble in organic solvents. ; Ding, S.F. ; Lind, M.A., Gas-liquid chromatographic analyses. 2022 Dec 21;24(1):127. doi: 10.3390/ijms24010127. Properties Articles 110 Spectrum Names Phenanthrene Biological Activity Chemical & Physical Properties MSDS Phenanthrene MSDS (Chinese) /Type/Page X`I%&/m{JJt`$@iG#)*eVe]f@{{;N'?\fdlJ!?~|? The site is secure. A, 1090, 2005, 146-154. class: Standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Description: 60C=>7C/min=>225C=>15C/min=>300C(11.43min); CAS no: 85018; Active phase: HP-1; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Dimitriou-Christidis, P.; Harris, B.C. ; Novotny, M., Retention Indices for Programmed-Temperature Capillary-Column Gas Chromatography of Polycyclic Aromatic Hydrocarbons, Anal. A novel theory invokes so-called stabilizing hydrogen-hydrogen bonds between the C4 and C5 hydrogen atoms. Monoisotopic mass 178.078247 Da. ; Fang, H.-Z. Phenanthrene (CASRN 85-01-8). ;PMr~M=7}b_VB{G.}p4I#M9{ B &B{h~ s__'mox?{S)+foXu?{L9J_?{#?oNO5gCoDn|~? Bakacsy L, Spos L, Barta A, Stefk D, Vasas A, Szepesi . Sci Rep. 2022 Aug 16;12(1):13870. doi: 10.1038/s41598-022-18063-5. Chromatogr., 173, 1979, 109-118. ass: Semi-standard non-polar; Column diameter: 0.26 mm; Column length: 30 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 50 C; End T: 300 C; End time: 20 min; Start time: 4 min; CAS no: 85018; Active phase: DB-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Rostad, C.E. The present invention also addresses the problem of providing an imaging element, a light sensor, and a compound. FOIA Separation and retention indices with retention increments of some nitrated polynuclear aromatic hydrocarbons on a low-polarity (SE-30) capillary column, J. Pyrene is a polycyclic aromatic hydrocarbon (PAH) consisting of four fused benzene rings, resulting in a flat aromatic system. HHS Vulnerability Disclosure, Help Nutrients. >> Phenanthrene induces oxidative stress and inflammation [2]. Response Recommendations What is this information? [/&gP;COw+ha1$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. Chromatogr., 12, 1989, 327-332. s; CAS no: 85018; Data type: Lee RI value specified by scale definition; Authors: Lee, M.L. Be the first to rate this page. Chromatogr., 436, 1988, 137-172. ass: Standard non-polar; Column diameter: 0.33 mm; Column length: 25 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 140 C; End T: 320 C; CAS no: 85018; Active phase: SE-30; Carrier gas: N2; Data type: Linear RI; Authors: Korhonen, I.O.O. We are sorry that this page was not useful for you! 1. They are of great importance in the field of medicine. Chromatogr., 66, 1972, 43-53. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 4 K/min; Start T: 50 C; End T: 280 C; CAS no: 85018; Active phase: HP-5 MS; Carrier gas: Helium; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Zhao, C.; Zeng, Y.; Wan, M.; Li, R.; Liang, Y.; Li, C.; Zeng, Z.; Chau, F.-T., Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods, J. Sep. Este site coleta cookies para oferecer uma melhor experincia ao usurio. InChI=1S/C14H10/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13/h1-10H, CSID:970, http://www.chemspider.com/Chemical-Structure.970.html (accessed 14:45, Apr 18, 2023), Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, Predicted data is generated using the US Environmental Protection Agencys EPISuite, Click to predict properties on the Chemicalize site, For medical information relating to Covid-19, please consult the. Would you like email updates of new search results? Animal studies have shown that phenanthrene is a potential carcinogen. <>stream ; Cumming, R.I.; Gillings, E., The Kovats indexes of some organic micropollutants on an SE54 capillary column, EUR, I Org. else{t=null;} 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. {z#?KrYP}wg?KAG|zt\8 i Soc. Biological monitoring of exposure to polycyclic aromatic hydrocarbons by determination of unmetabolized compounds in urine. ; Yi, L.-Z. endobj Naphthalene, Phenanthrene, and Anthracene" J. Phys. /Contents 4 0 R The methoxy group at C-4 . endstream 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. They are mainly synthesized . check more Phenanthrene price, Home | This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. "R}~Q:~pgg'"l/O:OV~ @zo7g)AK.C4}3V;NO?ucpwHl|`+{yYf|.?,__H>vw8*o?{;{E0k^|m$}Hx=:l3iB;:>1-E3F: Y.s_H?FBp8BfyfU aF2glX/^NIlMoP?_e3znm{ aEx!&? Chim., 45(4), 2000, 313-318. ass: Semi-standard non-polar; Column type: Capillary; Heat rate: 5 K/min; Start T: 80 C; End T: 275 C; CAS no: 85018; Active phase: C103H208; Carrier gas: H2; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Dumitrescu, V.; Buda, W.; Medvedovici, A., Evaluation of new stationary phases for capillary gas chromatography, Rev. ; Liang, Y.-Z. Comm., 9, 1986, 328-334. ass: Semi-standard non-polar; Column diameter: 0.50 mm; Column length: 33.3 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 50 C; End T: 320 C; Start time: 5 min; CAS no: 85018; Active phase: SE-52; Carrier gas: He; Data type: Linear RI; Authors: Beernaert, H., Gas Chromatographic Analysis of Polyclylic Aromatic Hydrocarbons, J. Chromatogr., 322, 1985, 71-81. umn class: Standard non-polar; Column diameter: 0.5 mm; Column length: 100 m; Column type: Capillary; Start T: 175 C; CAS no: 85018; Active phase: SE-30; Data type: Kovats RI; Authors: Bredael, P., Retention indices of hydrocarbons on SE-30, J. Hi. stream G_? ( ( ( ( ( ( (K?? Jmol.jmolCheckbox(jmolApplet0,"zoom 300","zoom 100","Zoom",false);Jmol.jmolBr() Language links are at the top of the page across from the title. 2022 Aug 16;11(16):2130. doi: 10.3390/plants11162130. Phenanthrene occurs naturally in fossil fuels. 2018 Jun;237:858-867. II. 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. Luman, C.R. 2019 Jul 3;67(26):7274-7280. doi: 10.1021/acs.jafc.9b01117. J. Stable. ?7?6MM58VK==K Sun K, et al. InChI=1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H, InChI=1/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H, monohydrate: C1=CC2=C(C3=C(C=CC=N3)C=C2)N=C1.O, Except where otherwise noted, data are given for materials in their, As an indicator for alkyllithium reagents. and transmitted securely. Chemosphere. It is also used in agrochemical and pharmaceutical intermediates. It is also used in agrochemical and pharmaceutical intermediates. A, 1025, 2004, 255-261. ass: Semi-standard non-polar; Column type: Capillary; Heat rate: 4 K/min; Start T: 100 C; End T: 275 C; CAS no: 85018; Active phase: C103H208; Carrier gas: H2; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Dumitrescu, V.; Buda, W.; Medvedovici, A., Evaluation of new stationary phases for capillary gas chromatography, Rev. Phenanthrene: Index: General properties. Tell us how we can improve this page (in your own language if you prefer)? endstream Chem. Chemosphere. analysis of coal- and petroleum-derived liquid fuels, Fuel, 74(10), 1995, 1436-1451. 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: Song, C.; Lai, W.-C.; Madhusudan Reddy, K.; Wei, B., Chapter 7. Phenanthrene's three fused rings are angled as in the phenacenes, rather than straight as in the acenes. ; White, C.M. Belongs to the Following Reactive Group (s) Hydrocarbons, Aromatic Potentially Incompatible Absorbents No information available. ; Vilegas, W., Identification of polycyclic aromatic hydrocarbons in sugar cane soot by gas chromatography-mass spectrometry, Chromatographia, 46(11/12), 1997, 655-663. ass: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 25 m; Column type: Capillary; Heat rate: 8 K/min; Start T: 50 C; End T: 250 C; End time: 12 min; Start time: 2 min; CAS no: 85018; Active phase: SE-54; Carrier gas: He; Data type: Normal alkane RI; Authors: Harland, B.J. [3] Phenanthroline may be prepared by two successive Skraup reactions of glycerol with o-phenylenediamine, catalyzed by sulfuric acid, and an oxidizing agent, traditionally aqueous arsenic acid or nitrobenzene. It is a component of coal tar. Combustible. 162 (2-3): 132-138, 2006. Struct. Toxicol. Language links are at the top of the page across from the title. MeSH Package Size. Combustible. Quality Level. Insoluble in water. Anthracene is a solid polycyclic aromatic hydrocarbon (PAH) of formula C 14 H 10, consisting of three fused benzene rings. In terms of its coordination properties, phenanthroline is similar to 2,2'-bipyridine (bipy) with the advantage that the two nitrogen donors are preorganized for chelation. 1996, 100, 15358-15367, M Gussoni, R Rui, G Zerbi "Electronic and relaxation contribution to linear molecular polarizability. [6], Several homoleptic complexes are known of the type [M(phen)3]2+. ; Yung, I.K.S. ;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 ; Vassilaros, D.L. Sun K, et al. ; Wilhoit, R.C. Product Line. Oxford: 2010. It has also been used to make bile acids, cholesterol and steroids. Identification Product Name Phenanthrene Cat No. ; Shen, S.-D.; Chen, S.-Y. I72x(_|{2%T+qf6meN{ Y5eU,x|b^e@HB^tBm p|FFwhgpSj,!K.vfvUtNkhqAQTw $Q^_%Q3mCG#'/C@1$dKj3F,_\SvHWW?M{poM}g w|2LEO=|!O~X}u!wv=x9Y~'=W{;]oVovSv$YN(y>F~lv`luLY:;G?sMd(?3~&3mBh)uCVY]gg3~Y,"?#PY2ggd?d~N4L3mBXe==}J\Vod%;MY'rV_? Each point on the graph represents mean SD (n = 3 . <> Effect and localization of phenanthrene in maize roots. Please enable it to take advantage of the complete set of features! Disclaimer, Copyright 2023 ChemSrc All Rights Reserved. [11] It is found in small amounts among a few coal burning sites. Concentration-dependent effects of effusol and juncusol from Juncus compressus on seedling development of Arabidopsis thaliana. c. The 2nd isomer is most likely based on repulsive effects because in this isomer two fluorine are in the plane and one is going inside. Commonly, humans are exposed to phenanthrene through inhalation of cigarette smoke but there are many routes of exposure. ; Liang Y.Z. umn class: Standard non-polar; Column diameter: 0.2 mm; Column length: 25 m; Column type: Capillary; Start T: 150 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. Chromatogr. 447 (1998) 163-215, Frenkel, M; Marsh, K.N. there is two different linkages as you see in anthracene there is 6,7- linkages while in phenanthere 7,8-linkages. Z=#O?= 78qN_T,MOw{|l>>%/qp{gw`g?zx~Oe.}Yib.Y7(:B~. ; Lind, M.A., Gas-liquid chromatographic analyses. Chromatogr. [13] Inhibition of the enzyme occurs by removal and chelation of the metal ion required for catalytic activity, leaving an inactive apoenzyme. ; Balavoine, G.; Kagan, H.; Martin, R.H.; Deblecker, M., Chromatographie en phase vapeur d'helicenes et de diaryl-1,2-ethylenes, J. else if(/_Applet/.test(t)){t='Java';} d. There are 12 vibrational degrees of freedom present in . According to the accumulated data, denbinobin, with a novel mechanism of action, has great potential as a lead compound for the development of a new anticancer agent. Molecular Formula CH. 6,7,8 Unexpected degeneracy also occurs in anthracene (C 14 H 10 ), as shown in Figure 1(c), consisting of 3 fused . Particularly well studied is [Fe(phen)3]2+, called "ferroin." An analysis of the experimental values" J. Mol. % Format. Biologically Active Compounds | Based on 160 references, this review covers the phytochemistry and pharmacology of 213 naturally occurring phenanthrenes that have been . ; Silva, M.R.S. C C - " Phenanthrene is a polycyclic aromatic hydrocarbon (PAH) with formula C 14 H 10, consisting of three fused benzene rings. The BardhanSengupta phenanthrene synthesis is a classic way to make phenanthrenes.[5]. 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('    ') ; Zhao, C.-X. Res. Product Classification | Roum. [9] The complex [Ru(phen)3]2+ is bioactive. Follow ChemTube3D on Kudos 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.