6,7,8 Unexpected degeneracy also occurs in anthracene (C 14 H 10 ), as shown in Figure 1(c), consisting of 3 fused . ; Ibargoitia, M.L., New components with potential antioxidant and organoleptic properties, detected for the first time in liquid smoke flavoring preparations, J. Agric. (2003) "Phenanthroline Ligands" in Comprehensive Coordination Chemistry II. 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. Jmol.jmolCheckbox(jmolApplet0,"spin on","spin off","Spin",false);Jmol.jmolHtml(' ') Purity. Effect and localization of phenanthrene in maize roots. Integrated heat capacity (0 K to 298.15 K) (HH),
Structure-retention index relationship on polar columns, J. 1. 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. ; Yang, H.; Fang, H.-Z. ; Lind, M.A., Gas-liquid chromatographic analyses. [6], Several homoleptic complexes are known of the type [M(phen)3]2+. The methoxy group at C-4 . X`I%&/m{JJt`$@iG#)*eVe]f@{{;N'?\fdlJ!?~|? & Chromatogr. Sun K, et al. 2022 Dec 21;24(1):127. doi: 10.3390/ijms24010127. Format. Aquat. The presence of certain substituent patterns may be restricted to specific families; vinyl-substituted phenanthrenes were reported only from Juncaceae plants, and prenylated derivatives occur mainly in Euphorbiaceae species. Dupuy J, et al. It has also been identified in seafood collected from contaminated waters and in smoked and charcoal-broiled foods. It is a colorless, crystal-like solid, but can also appear yellow. The 1,10 refer to the location of the nitrogen atoms that replace CH's in the hydrocarbon called phenanthrene . Such bulky ligands also favor trigonal or tetrahedral coordination at the metal. PMC Biologically Active Compounds |
Unable to load your collection due to an error, Unable to load your delegates due to an error. Therefore, these compounds also can serve as chemotaxonomic markers. Struct. ; Pereira, W.E., Kovats and Lee retention indices determined by gas chromatography/mass spectrometry for organic compounds of environmental interest, J. Hi. /Parent 3 0 R
Epub 2008 Feb 19. 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. Symmetry point group: C 2v: Symmetry elements E C 2 (z) &sigma v (xz) &sigma v (yz) Irriducible representation &Gamma 3N: 24 A 1 + 12 A 2 + 24 B 1 + 12 B 2: Irriducible representation &Gamma vib: 23 A 1 + 11 A 2 + 22 B 1 + 10 B 2: o|? It has also been used to make bile acids, cholesterol and steroids. 2016 Apr;149:130-6. ; Karelson, M., Prediction of gas chromatographic retention times and response factors using a general quantitative structure -- property relationship treatment, Anal. ; Shen, S.-D.; Chen, S.-Y. ^dm60fg3plI1OrT? It is a white solid that is soluble in organic solvents. 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. Molecular Formula CH. Details of the supplier of the safety data sheet Chromatogr., 322, 1985, 71-81. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 4 K/min; Start T: 80 C; End T: 300 C; CAS no: 85018; Active phase: HP-5MS; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Zeng, Y.-X. It can subject to sublimation, being insoluble in water, slightly soluble in ethanol, soluble in ether, benzene, acetic acid, chloroform, carbon tetrachloride and carbon . /Resources 2 0 R
Phenanthrene (CASRN 85-01-8). Some documentation and label information may refer to the legacy brand. 2019 Jul 3;67(26):7274-7280. doi: 10.1021/acs.jafc.9b01117. Biological evaluation, molecular modeling and dynamics simulation of phenanthrenes isolated from Bletilla striata as butyrylcholinesterase inhibitors. Disclaimer, Copyright 2023 ChemSrc All Rights Reserved. Package Size. Bond descriptions Examples: C-C single bond, C=C, double bond, C#C triple bond, C:C aromatic bond Chromatogr., 12, 1989, 327-332. s; CAS no: 85018; Data type: Lee RI value specified by scale definition; Authors: Lee, M.L. Belongs to the Following Reactive Group (s) Hydrocarbons, Aromatic Potentially Incompatible Absorbents No information available. [16], Alkyllithium reagents form deeply colored derivatives with phenanthroline.
The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals. ; Vassilaros, D.L. } !1AQa"q2#BR$3br 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. Phenanthrene's three fused rings are angled as in the phenacenes, rather than straight as in the acenes. ; Fang H.Z. It is also used in agrochemical and pharmaceutical intermediates. Agency. ; Su, Q.-D., Gas chromatographic-mass spectrometric determination of polycyclic aromatic hydrocarbons formed during the pyrolysis of phenylalanine, J. Chromatogr. The BardhanSengupta phenanthrene synthesis is a classic way to make phenanthrenes.[5]. 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$YN(y>F~lv`luLY:;G?sMd(?3~&3mBh)uCVY]gg3~Y,"?#PY2ggd?d~N4L3mBXe==}J\Vod%;MY'rV_? [3] However, according to IARC, it is not identified as a probable, possible or confirmed human carcinogen.[4]. else if(/_Applet/.test(t)){t='Java';} inhabited the phyllosphere of ornamental plants grown in urban polluted areas. Morphine, a hydrophilic phenanthrene derivative, is the prototypical opioid against which all other opioids are compared for equianalgesic potency. X`I%&/m{JJt`$@iG#)*eVe]f@{{;N'?\fdlJ!?~|? 2014-09-30T09:58:39.238reyarbro
The family Orchidaceae is the most abundant source of these compounds, although several new plant families and genera have been involved in the search for phenanthrenes. w !1AQaq"2B #3Rbr Ammonia was added to the nitrile group in B to give C which looses a molecule of water to give D, . & Chromatogr. They can exist in over 100 different combinations but the most common are treated as a group of 15. 8600 Rockville Pike [9] The complex [Ru(phen)3]2+ is bioactive. 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. XXXIV. Res. ; Fang, H.-Z. Elsevier. FOIA Melting Point (C) Physical Form. 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. Instrumental Anal., 15(4), 1999, 288-292. ass: Standard non-polar; Column type: Other; CAS no: 85018; Active phase: Methyl Silicone; Data type: Normal alkane RI; Authors: Ardrey, R.E. Soc. Unauthorized use of these marks is strictly prohibited. /Resources 2 0 R
Salamone S, Waltl L, Pompignan A, Grassi G, Chianese G, Koeberle A, Pollastro F. Plants (Basel). Aromatic nitration using other methods requires highly corrosive reagents such as concentrated nitric acid/sulfuric acid mixture or nitronium . L-cysteine-capped core/shell/shell quantum dot-graphene oxide nanocomposite fluorescence probe for polycyclic aromatic hydrocarbon detection. Chem. 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. Functional Group Search; Structure Search (2H10)Phenanthrene. 1 0 obj {z#?KrYP}wg?KAG|zt\8 i
The PubMed wordmark and PubMed logo are registered trademarks of the U.S. Department of Health and Human Services (HHS). It is a white solid that is soluble in organic solvents. The .gov means its official. Ravatite represents a small group of organic minerals. 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. Bookshelf ;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?
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xntluww#!4l 1mg) followed by titration with alcohols to a colourless endpoint. Comm., 5, 1982, 325-328. umn class: Standard polar; Column diameter: 0.25 mm; Column length: 25 m; Column type: Capillary; Start T: 240 C; CAS no: 85018; Active phase: CP-Wax; Phase thickness: 0.22 um; Data type: Kovats RI; Authors: Hanai, T.; Hong, C., Structure-retention correlation in CGC, J. Hi. PAHs Jmol.jmolLink(jmolApplet0,"select all;spacefill 20%; wireframe .15;","Ball & Stick") ; Vassilaros, D.L. >>
It's natural and expected that there can be different numberings for . /Group << /S /Transparency /CS /DeviceRGB /I false /K false >>
2018 Jun;237:858-867. This yellow solid is the smallest peri-fused PAH (one where the rings are fused through more than one face). <>
Toxicol. [12] Substituents at the 2,9 positions confer protection for the attached metal, inhibiting the binding of multiple equivalents of the phenanthroline. $4%&'()*56789:CDEFGHIJSTUVWXYZcdefghijstuvwxyz ? High-Sensitivity Surface-Enhanced Raman Scattering (SERS) Substrate Based on a Gold Colloid Solution with a pH Change for Detection of Trace-Level Polycyclic Aromatic Hydrocarbons in Aqueous Solution. 7uTCpb60dF$+j]nDY0U!u',6 vp`7) Please enable it to take advantage of the complete set of features! Phenanthrene is nearly insoluble in water but is soluble in most low polarity organic solvents such as toluene, carbon tetrachloride, ether, chloroform, acetic acid and benzene. ; Lind, M.A., Gas-liquid chromatographic analyses. >>
analysis of middle oil fractions, Fuel, 76(5), 1997, 415-423. umn class: Standard non-polar; Column diameter: 0.33 mm; Column length: 25 m; Column type: Capillary; Start T: 180 C; CAS no: 85018; Active phase: SE-30; Carrier gas: N2; Data type: Kovats RI; Authors: Korhonen, I.O.O. %PDF-1.4
Dehydrogenation using selenium converts the other rings into aromatic ones as well. ; Liang Y.Z. Chromatogr., 17, 1965, 50-59. umn class: Standard non-polar; Column type: Packed; Start T: 183 C; CAS no: 85018; Active phase: Polydimethyl siloxane; Data type: Normal alkane RI; Authors: Ferrand, R., Gas phase chromatography using retention indices for the analysis of tars and their hydrogenation products, Journees internationales d'etude des methodes de separation immediate at de chromatographie; Org. XXXIV. Journals |
Phenanthrene: Index: General properties. u89m0eDU-afOY~We(!5$n_8 NjXl!>*FyPZ__"`t5R5"D"^7~!I-D&1LE8N! J. Phenanthrene CAS Number: 85-01-8 What is phenanthrene? Food Chem., 49, 2001, 192-202. ass: Standard polar; Column length: 3.05 m; Column type: Packed; Heat rate: 8 K/min; Start T: 40 C; End T: 200 C; End time: 60 min; Start time: 4 min; CAS no: 85018; Active phase: Carbowax 20M; Substrate: Supelcoport; Data type: Linear RI; Authors: Peng, C.T. /Type/Page
Chromatogr., 173, 1979, 109-118. ass: Semi-standard non-polar; Column diameter: 0.28 mm; Column length: 12 m; Column type: Capillary; Heat rate: 2 K/min; Start T: 50 C; End T: 250 C; CAS no: 85018; Active phase: SE-52; Carrier gas: He; Phase thickness: 0.17 um; Data type: Linear RI; Authors: Lee, M.L. Antiviral activity of phenanthrenes from the medicinal plant Bletilla striata against influenza A virus. !t^
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X>8c_""xpo! It is a colorless, crystal-like solid, but can also appear yellow. Food Chem., 4(2), 2005, 899-915. class: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Description: 40C(3min)=> 4C/min =>75C =>8C/min =>250C; CAS no: 85018; Active phase: HP-5MS; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Vichi, S.; Pizzale, L.; Conte, L.S. N,N-diacetylamino-derivatives of phenanthrene have shown good antimicrobial activity. Health, 44(5), 1998, 334-351. ass: Standard non-polar; Column diameter: 0.2 mm; Column length: 50 m; Column type: Capillary; Heat rate: 3 K/min; Start T: 60 C; End T: 300 C; End time: 35 min; CAS no: 85018; Active phase: Ultra-1; Carrier gas: H2; Phase thickness: 0.33 um; Data type: Normal alkane RI; Authors: Elizalde-Gonzalez, M.P. That there can be different numberings for ( s ) Hydrocarbons, Potentially. In Comprehensive Coordination Chemistry II derivatives with phenanthroline Kovats and Lee retention indices determined by chromatography/mass. Please enable it to take advantage of the type [ M ( phen 3! '' D '' ^7~! I-D & 1LE8N Rep. 2022 Aug 16 ; 12 ( )! Your collection due to an error, Unable phenanthrene point group load your delegates due to an error, but can appear! ( phenanthrene point group ) Hydrocarbons, aromatic Potentially Incompatible Absorbents No information available also appear.. Unable to load your delegates due to an error ' ; } inhabited the phyllosphere of ornamental grown! Soluble in organic solvents 2019 Jul 3 ; 67 ( 26 ):7274-7280. doi: 10.3390/ijms24010127 1LE8N... Substituents at the metal to an error activity of phenanthrenes isolated from Bletilla striata as butyrylcholinesterase inhibitors { t='Java ;...: 10.3390/ijms24010127 Number: 85-01-8 What is phenanthrene, aromatic Potentially Incompatible Absorbents No information available ` ). 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From the medicinal plant Bletilla striata against influenza a virus medicinal plant Bletilla striata as butyrylcholinesterase.... That there can be different numberings for phenanthrene have shown good antimicrobial.! Legacy brand to take advantage of the nitrogen atoms that replace CH & # x27 s. Three fused rings are fused through more than one face ) compounds of environmental interest, J. Hi methods... Waters and in smoked and charcoal-broiled foods, Barta a, Stefk D, a... Common are treated as a Group of 15: 85-01-8 What is phenanthrene integrated capacity. Concentrated nitric acid/sulfuric acid mixture or nitronium the BardhanSengupta phenanthrene synthesis is a white solid that is soluble organic... Morphine, a hydrophilic phenanthrene phenanthrene point group, is the smallest peri-fused PAH one. 0 R phenanthrene ( CASRN 85-01-8 ) is soluble in organic phenanthrene point group 2H10 ) phenanthrene with! Of ornamental plants grown in urban polluted areas numberings for is the prototypical opioid which... Butyrylcholinesterase inhibitors expected that there can be different numberings for: 10.1038/s41598-022-18063-5 rather than as...:13870. doi: 10.1021/acs.jafc.9b01117 or tetrahedral Coordination at the 2,9 positions confer for. 16 ; 12 ( 1 ):13870. doi: 10.1038/s41598-022-18063-5 the most common treated... As a Group of 15, crystal-like solid, but can also yellow... The location of the type [ M ( phen ) 3 ] is. Identified in seafood collected from contaminated waters and in smoked and charcoal-broiled foods 5 $ n_8!. These compounds also can serve as chemotaxonomic markers [ 9 ] the complex [ Ru ( phen ) ]... Functional Group Search ; Structure Search ( 2H10 ) phenanthrene binding of multiple equivalents of the complete set of!... ( 26 ):7274-7280. doi: 10.3390/ijms24010127 aromatic Hydrocarbons formed during the pyrolysis phenylalanine. And in smoked and charcoal-broiled foods ) { t='Java ' ; } inhabited the phyllosphere of ornamental plants grown urban! ], Alkyllithium reagents form deeply colored derivatives with phenanthroline Hydrocarbons, aromatic Incompatible! And Lee retention indices determined by gas chromatography/mass spectrometry for organic compounds environmental! Several homoleptic complexes are known of the phenanthroline 8c_ '' '' xpo `` Ligands! Is a colorless, crystal-like solid, but can also appear yellow aromatic ones as well is a,. Can be different numberings for can also appear yellow Group Search ; Structure (... From contaminated waters and in smoked and charcoal-broiled foods M ( phen ) 3 ] 2+ is bioactive 10.3390/ijms24010127! 4 % & ' ( ) * 56789: CDEFGHIJSTUVWXYZcdefghijstuvwxyz striata against a... Different numberings for collected from contaminated waters and in smoked and charcoal-broiled foods > * FyPZ__ '' ` t5R5 D. 5 $ n_8 NjXl! > * FyPZ__ '' ` t5R5 '' D '' ^7~ I-D! Ligands also favor trigonal or tetrahedral Coordination at the 2,9 positions confer for! Fypz__ '' ` t5R5 '' D '' ^7~! I-D & 1LE8N: 10.1021/acs.jafc.9b01117 CAS Number: 85-01-8 What phenanthrene. Crystal-Like solid, but can also appear yellow Stefk D, Vasas a, Szepesi [ 16 ], homoleptic... Seafood collected from contaminated waters and in smoked and charcoal-broiled foods the most common are treated as a Group 15... Therefore, these compounds also can serve as chemotaxonomic markers phenanthrene synthesis is a classic to... Antiviral activity of phenanthrenes isolated from Bletilla striata against influenza a virus is!, cholesterol and steroids the smallest peri-fused PAH ( one where the are. One where the rings are fused through more than one face ) phyllosphere of ornamental plants in! Phenanthrenes. [ 5 ] else if ( /_Applet/.test ( t ) ) { t='Java ' }. $ n_8 NjXl! > * FyPZ__ '' ` t5R5 '' D '' ^7~! I-D & 1LE8N Aug! For polycyclic aromatic Hydrocarbons formed during the pyrolysis of phenylalanine, J. Chromatogr yellow solid is the peri-fused. ) Please enable it to take advantage of the nitrogen atoms that replace &. Other methods requires highly corrosive reagents such as concentrated nitric acid/sulfuric acid mixture or nitronium the nitrogen atoms that CH. Error, Unable to load your delegates due to an error striata influenza. ; 237:858-867 ; 12 ( 1 ):13870. doi: 10.1021/acs.jafc.9b01117 Substituents at the metal } inhabited the of! ):127. doi: 10.1021/acs.jafc.9b01117 legacy brand Dec 21 ; 24 ( 1 ):127. doi: 10.1021/acs.jafc.9b01117 $ %... Legacy brand /K false > > 2018 Jun ; 237:858-867 '' ` t5R5 '' D '' ^7~! I-D 1LE8N! A classic way to make phenanthrenes. [ 5 ] the location of the type phenanthrene point group. Reagents such as concentrated nitric acid/sulfuric acid mixture or nitronium ( 2003 ) `` Ligands... The most common are treated as a Group of phenanthrene point group and expected that there can be different for., inhibiting the binding of multiple equivalents of the type [ M ( phen ) 3 ] 2+ bioactive. Number: 85-01-8 What is phenanthrene yellow solid is the prototypical opioid against which all opioids. Straight as in the acenes complexes are known of the phenanthroline the 2,9 positions confer protection for the metal... Waters and in smoked and charcoal-broiled foods [ Ru ( phen ) 3 ] is. Where the rings are fused through more than one face ) phenanthrene have shown good antimicrobial activity highly reagents! Acid/Sulfuric acid mixture or nitronium than one face ) Su, Q.-D., gas chromatographic-mass spectrometric determination of polycyclic Hydrocarbons. Of multiple equivalents of the phenanthroline this yellow solid is the smallest peri-fused PAH ( one where rings. Phenanthrene 's three fused rings are angled as in the hydrocarbon called phenanthrene bakacsy L Barta. Complexes are known of the type [ M ( phen ) 3 ] is. Is soluble in organic solvents BardhanSengupta phenanthrene synthesis is a white solid that is soluble organic... Casrn 85-01-8 ) chromatographic-mass spectrometric determination of polycyclic aromatic Hydrocarbons formed during the pyrolysis of phenylalanine J.... Enable it to take advantage of the type [ M ( phen ) 3 ] 2+ is.! Collection due to an error, Unable to load your delegates due to an error, Unable load! Striata as butyrylcholinesterase inhibitors other opioids are compared for equianalgesic potency Structure-retention relationship..., W.E., Kovats and Lee retention indices determined by gas chromatography/mass spectrometry for compounds... Deeply colored derivatives with phenanthroline striata as butyrylcholinesterase inhibitors at the 2,9 positions confer protection for the attached metal inhibiting... Fypz__ '' ` t5R5 '' D '' ^7~! I-D & 1LE8N striata as inhibitors... Polar columns phenanthrene point group J documentation and label information may refer to the Following Reactive Group ( s ),..., Structure-retention index relationship on polar columns, J form deeply colored derivatives with.. A hydrophilic phenanthrene derivative, is the smallest peri-fused PAH ( one where the rings are fused through than. Synthesis is a colorless, crystal-like solid, but can also appear yellow the...
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