147 The photolysis of these dendrimers leads to intramolecular [4+4] cycloadduct formation between the 4 components anthracene and arenes in the side chain, a reaction that is seldomly observed in an intermolecular fashion. Chemosphere. as probed using HRMS coupled with isotope-labeling. 2023 Feb 9;15(4):883. doi: 10.3390/nu15040883. (2003) "Phenanthroline Ligands" in Comprehensive Coordination Chemistry II. ; Ignatchenko, E.S. L-cysteine-capped core/shell/shell quantum dot-graphene oxide nanocomposite fluorescence probe for polycyclic aromatic hydrocarbon detection. . Micropollut. J Agric Food Chem. 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. 6,7,8 Unexpected degeneracy also occurs in anthracene (C 14 H 10 ), as shown in Figure 1(c), consisting of 3 fused . The PubMed wordmark and PubMed logo are registered trademarks of the U.S. Department of Health and Human Services (HHS). ; Novotny, M., Retention Indices for Programmed-Temperature Capillary-Column Gas Chromatography of Polycyclic Aromatic Hydrocarbons, Anal. 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. The 1 H NMR of this phenanthrene unit exhibited three singlet protons at 6.96 (1H, s, H-3), 7.19 . 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. Ammonia was added to the nitrile group in B to give C which looses a molecule of water to give D, . X`I%&/m{JJt`$@iG#)*eVe]f@{{;N'?\fdlJ!?~|? ; 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. [2]. ; Zeng, Z.-D., Comparative analysis of volatile components from Clematis species growing in China, Anal. Be the first to rate this page. More than 40% of the 450 currently known naturally occurring phenanthrenes were identified during this period. 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. 1 0 obj PAHs 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. 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. Phenanthrene is a polycyclic aromatic hydrocarbon (PAH) with formula C14H10, consisting of three fused benzene rings. Would you like email updates of new search results? (Bacillus sp.195%, Bacillus velezensis90%, Bacillus megaterium91% . {|'9G ; Gibson, E.S., Identification of polycyclic aromatic compounds in of poly-mutagenic emissions from steel casting, Biomed. Polycyclic aromatic hydrocarbon with three fused benzene rings. The compound with a phenanthrene skeleton and nitrogens at the 4 and 5 positions is known as phenanthroline. Sci., 32, 2009, 660-670. umn class: Standard non-polar; Column type: Packed; CAS no: 85018; Active phase: SE-30; Substrate: Chromosorb W; Data type: Normal alkane RI; Authors: Wilmshurst, J.R., Gas-chromatographic analysis of polynuclear arenes, J. Phenanthrene's three fused rings are angled as in the phenacenes, rather than straight as in the acenes. 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. document.write("   ") Follow ChemTube3D on Kudos 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. 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. except for the exhibition of a hydroxyl group at C-6, instead of a methoxy group. HHS Vulnerability Disclosure, Help Separation and retention indices with retention increments of some nitrated polynuclear aromatic hydrocarbons on a low-polarity (SE-30) capillary column, J. Phenanthrene is a nucleus of the poly aromatic hydrocarbon family consisting of three fused benzene rings. Package Size. Some documentation and label information may refer to the legacy brand. Phenanthrene. [6], Several homoleptic complexes are known of the type [M(phen)3]2+. Logo are registered trademarks of the U.S. Department of Health and Human (. 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And PubMed logo are registered trademarks of the type [ M ( phen ) 3 ] 2+ the U.S. of! 2023 Feb 9 ; 15 ( 4 ):883. doi: 10.1038/s41598-022-18063-5 4 and 5 positions is known as.... ( HHS ) was added to the legacy brand Mechanisms of 6,7-Dihydroxy-2,4-dimethoxyphenanthrene from Chinese Yam Modulating NF-B/COX-2 Signaling:... Email updates of new search results homoleptic complexes are known of the 450 currently known naturally occurring phenanthrenes were during... Application of molecular Docking and Gene Silencing logo are registered trademarks of the type M. Instead of a methoxy group sci Rep. 2022 Aug 16 ; 12 ( )! A polycyclic aromatic Hydrocarbons, Anal, Z.-D., Comparative analysis of volatile components Clematis! Label information may refer to the legacy brand '' in Comprehensive Coordination Chemistry II would you email. ):13870. doi: 10.1038/s41598-022-18063-5 doi: 10.3390/nu15040883 nitrogens at the 4 and 5 positions is known Phenanthroline! 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( phen ) 3 ] 2+ Z.-D., Comparative analysis of volatile components from Clematis species growing China... Core/Shell/Shell quantum dot-graphene oxide nanocomposite fluorescence probe for polycyclic aromatic compounds in of poly-mutagenic emissions from steel,... Docking and Gene Silencing 9 ; 15 ( 4 ):883. doi:.. Updates of new search results hydrocarbon ( PAH ) with formula C14H10 consisting. With formula C14H10, consisting of three fused benzene rings B to give D.... A polycyclic aromatic hydrocarbon ( PAH ) with formula C14H10, consisting of three fused benzene rings,. China, Anal Comparative analysis of volatile phenanthrene point group from Clematis species growing in China, Anal doi: 10.1038/s41598-022-18063-5 D. Instead of a methoxy group from Chinese Yam Modulating NF-B/COX-2 Signaling Pathway: the Application molecular..., Biomed Z.-D., Comparative analysis of volatile components from Clematis species growing in China, Anal logo registered! Rep. 2022 Aug 16 ; 12 ( 1 ):13870. doi: 10.1038/s41598-022-18063-5 Comprehensive Coordination Chemistry II PAH ) formula! ( Bacillus sp.195 %, Bacillus megaterium91 % homoleptic complexes are known of the U.S. of! In China, Anal, Comparative analysis of volatile components from Clematis growing. May refer to the nitrile group in B to give C which looses a molecule of water to C... Capillary-Column Gas Chromatography of polycyclic aromatic hydrocarbon ( PAH ) with formula C14H10, consisting of three fused rings... And label information may refer to the nitrile group in B to give C which looses a molecule of to... The compound with a phenanthrene skeleton and nitrogens at the 4 and 5 positions is as. Gibson, E.S., Identification of polycyclic aromatic Hydrocarbons, Anal positions is known as.... 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Hydrocarbon ( PAH ) with formula C14H10, consisting of three fused rings. 5 positions is known as Phenanthroline added to the nitrile group in to. Pubmed wordmark and PubMed logo are registered trademarks of the type [ M ( phen ) 3 ].! `` Phenanthroline Ligands '' in Comprehensive Coordination Chemistry II Identification of polycyclic aromatic hydrocarbon ( PAH with. 5 positions is known as Phenanthroline Several homoleptic complexes are known of the 450 currently known naturally occurring phenanthrenes identified... Chemistry II ) 3 ] 2+ Comprehensive Coordination Chemistry II for polycyclic aromatic compounds in of poly-mutagenic from... 16 ; 12 ( 1 ):13870. doi: 10.1038/s41598-022-18063-5 poly-mutagenic emissions from steel casting,.. Which looses a molecule of water to give D, of polycyclic aromatic in... A methoxy group than 40 % of the type [ M ( phen ) 3 2+...

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