According to one ligand ranking scale, phen is a weaker donor than bipy. Jmol.jmolCheckbox(jmolApplet0,"spin on","spin off","Spin",false);Jmol.jmolHtml(' ') National Library of Medicine The 1,10 refer to the location of the nitrogen atoms that replace CH's in the hydrocarbon called phenanthrene . 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. Please email us at Before 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. !t^ { 1mJm X>8c_""xpo! The aromatization of six-membered rings by selenium is not clearly understood, but it does produce H2Se. and g.c.-m.s. ; Liang, Y.-Z. endobj sharing sensitive information, make sure youre on a federal Phytochemistry. stream It is a component of coal tar. ; Wilhoit, R.C. $4%&'()*56789:CDEFGHIJSTUVWXYZcdefghijstuvwxyz ? [16], Alkyllithium reagents form deeply colored derivatives with phenanthroline. document.write(" ") Functional Group Search; Structure Search (2H10)Phenanthrene. ?7?6MM58VK==K Chem., 51(6), 1979, 768-773. ass: Semi-standard non-polar; Column diameter: 0.3 mm; Column length: 65 m; Column type: Capillary; Heat rate: 1.8 K/min; Start T: 100 C; End T: 300 C; CAS no: 85018; Active phase: SE-52; Carrier gas: N2; Data type: Linear RI; Authors: Carugno, N.; Rossi, S., Evaluation of polynuclear hydrocarbons in cigarette smoke by glass capillary columns, J. Res. government site. >> <>stream ; Buxaderas, S.; Lopez-Tamames, E., Simultaneous determination of volatile and semi-volatile aromatic hydrocarbons in virgin olive oil by headspace solid-phase microextraction coupled to gas chromatography/mass spectrometry, J. Chromatogr. Format. ; Sun, K.-J. % ; Weis, U., Gas Chromatographic Determination of Polycyclic Aromatic Compounds with Fluorinated Analogues as Internal Standards, J. Chromatogr. 8600 Rockville Pike 4 0 obj 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. 1 0 obj [8] The pink complex [Ni(phen)3]2+ has been resolved into its and isomers. Chem., 51(6), 1979, 768-773. ass: Standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 4 K/min; Start T: 60 C; End T: 290 C; CAS no: 85018; Active phase: OV-1; Carrier gas: Nitrogen; Data type: Normal alkane RI; Authors: Asif, M.; Fazeelat, T., Characterization of aromatic hydrocarbons in Dhurnal oil from Northen Indus Basin, J. Chem. Separation and retention indices with retention increments of some nitrated polynuclear aromatic hydrocarbons on a low-polarity (SE-30) capillary column, J. [1]. Polycyclic aromatic hydrocarbon with three fused benzene rings. 2018 Jun;237:858-867. C C - " Molecular Formula CH. Dupuy J, et al. Chem. sur l'initiative du IX., , 1962, 132-140. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 40 C; End T: 280 C; End time: 10 min; CAS no: 85018; Active phase: DB-5; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Grung, M.; Lichtenthaler, R.; Ahel, M.; Tollefsen, K.-E.; Langford, K.; Thomas, K.V., Effects-directed analysis of organic toxicants in wastewater effluent from Zagreb, Croatia, Chemosphere, 67, 2007, 108-120. ass: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 30 m; Column type: Capillary; Heat rate: 4 K/min; Start T: 40 C; End T: 240 C; End time: 5 min; CAS no: 85018; Active phase: HP-5; Carrier gas: Helium; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Miyazawa, M.; Kawata, J., Identification of the Key Aroma Compounds in Dried Roots of Rubia cordifolia, L. Oleo Sci., 55(1), 2006, 37-39. ass: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 60 m; Column type: Capillary; Heat rate: 2 K/min; Start T: 30 C; End T: 260 C; End time: 28 min; Start time: 2 min; CAS no: 85018; Active phase: HP-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Leffingwell, J.C.; Alford, E.D., Volatile constituents of Perique tobacco, Electron. Mass Spectrom., 12(4), 1985, 143-150. class: Standard 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: Supelcowax-10; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Vichi, S.; Pizzale, L.; Conte, L.S. Commonly, humans are exposed to phenanthrene through inhalation of cigarette smoke but there are many routes of exposure. Shi Y, Zhang B, Lu Y, Qian C, Feng Y, Fang L, Ding Z, Cheng D. BMC Complement Altern Med. . A, 1090, 2005, 146-154. ass: Semi-standard non-polar; Column diameter: 0.2 mm; Column length: 50 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 50 C; End T: 280 C; End time: 30 min; CAS no: 85018; Active phase: HP-5MS; Carrier gas: He; Phase thickness: 0.33 um; Data type: Normal alkane RI; Authors: Wang, S.-F.; Liu, B.-Z. "Application of chelate Compounds in Analytical Chemistry", "Ni(I)Alkyl Complexes Bearing Phenanthroline Ligands: Experimental Evidence for CO2 Insertion at Ni(I) Centers", "Nickel-Catalyzed C-Alkylation of Nitroalkanes with Unactivated Alkyl Iodides", https://en.wikipedia.org/w/index.php?title=1,10-Phenanthroline&oldid=1142107804, Chemical articles with multiple compound IDs, Chemical articles with multiple CAS registry numbers, Chemical articles with multiple PubChem CIDs, 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, mild neurotoxin, strong nephrotoxin, and powerful diuretic, This page was last edited on 28 February 2023, at 15:07. The compound with a phenanthrene skeleton and nitrogens at the 4 and 5 positions is known as phenanthroline. An official website of the United States government. 2008 Mar;69(5):1084-110. doi: 10.1016/j.phytochem.2007.12.005. Lab. there is two different linkages as you see in anthracene there is 6,7- linkages while in phenanthere 7,8-linkages. Special Grade. Some documentation and label information may refer to the legacy brand. 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. All except the last one, cyclopenta [ a ]phenanthrene are trivial retained names, this one is systematically created name (P-25). 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. o|? Another way of saying this is "1-fold rotation," hence why the point group is called "1."-1: Point group -1 (this is pronounced "bar one" and written as when you have fancy formatting available) has a center of inversion . 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: Uses advised against Food, drug, pesticide or biocidal product use. Phenanthrene is used to make dyes, plastics and pesticides, explosives and drugs. Chemsrc provides Phenanthrene(CAS#:85-01-8) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. 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. Combustible. Phenanthrene Dimers: Promising Source of Biologically Active Molecules. Bioactivity-Guided Isolation of Cytotoxic Phenanthrenes from Spiranthes sinensis. 1,10-Phenanthroline ( phen) is a heterocyclic organic compound. 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. ;c7iotOQo~0e#z vU:BijbWU_6TVAN/J\'j!FEi; 5 8B!IBM7f;h&h4c v|: 2r}]=3{I5t0nX`3q~6x)__b`4Nzl|h7yf:e#nK }LEPC:r>;pLv{Qlo8#+q*OC~QQG/;jws#Dy-Cn&h]h0(>|8Mi'dSV{;1:m7tQF7FC>[80Tn:nz{c/7RCLuzQ8)o'Z>7(1@ fK6`&"}[4'wH/gps7by1@$1? Chromatogr., 322, 1985, 71-81. ass: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 30 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 50 C; End T: 310 C; Start time: 2 min; CAS no: 85018; Active phase: HP-5; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Miao, X.; Wu, F., Study on retention behaviors of polycyclic aromatic hydrocarbons by gas chromatography in different operation models, J. Chemical Constituents from the Aerial Parts of Cyrtopodium paniculatum. Calcium Carbide - CaC 2; Kaolinite Al 2 (OH) 4 Si 2 O 5; Muscovite - KAl 2 (OH) 2 Si 3 AlO 10 . Auberon F, Olatunji OJ, Herbette G, Raminoson D, Antheaume C, Soengas B, Bont F, Lobstein A. Molecules. [11] It is found in small amounts among a few coal burning sites. Roum. It is also used in agrochemical and pharmaceutical intermediates. Roum. 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. 1,10-Phenanthroline targets mainly zinc metallopeptidases, with a much lower affinity for calcium. 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. Elsevier. Chim., 45(4), 2000, 313-318. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 15 m; Column type: Capillary; Heat rate: 50 K/min; Start T: 50 C; End T: 320 C; End time: 1 min; Start time: 0.5 min; CAS no: 85018; Active phase: CP Sil 8 CB; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Vreuls, R.J.J. Be the first to rate this page. Jmol.jmolLink(jmolApplet0,"Frame Next","Next \u23ED");Jmol.jmolHtml(' ');Jmol.jmolLink(jmolApplet0,"Frame Prev","Prev \u23EE"); MeSH 6 0 obj } !1AQa"q2#BR$3br Separation and retention indices with retention increments of some nitrated polynuclear aromatic hydrocarbons on a low-polarity (SE-30) capillary column, J. Monoisotopic mass 178.078247 Da. No votes so far! 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. Phenanthrene induces oxidative stress and inflammation[2]. ; Yang, Z.C., Prediction of Retention Indexes I. Structure-Retention Index Relationship on Apolar Columns, J. 2016 Apr;149:130-6. 7 0 obj Reactions of phenanthrene typically occur at the 9 and 10 positions, including: Phenanthrene is more stable than its linear isomer anthracene. Product Line. ; McDonald, T.J.; Reese, E.; Autenrieth, R.L., Estimation of selected physicochemical properties for methylated naphthalene compounds, Chemosphere, 52, 2003, 869-881. ass: Standard non-polar; Column diameter: 0.2 mm; Column length: 25 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 100 C; End T: 180 C; CAS no: 85018; Active phase: OV-1; Phase thickness: 0.33 um; Data type: Linear RI; Authors: Zhang, M.-J. S26-S60-S61-S36/37-S29-S62-S45-S16-S7-S24/25-S23-S53. Ravatite represents a small group of organic minerals. 447 (1998) 163-215, Frenkel, M; Marsh, K.N. Biological evaluation, molecular modeling and dynamics simulation of phenanthrenes isolated from Bletilla striata as butyrylcholinesterase inhibitors. Belongs to the Following Reactive Group (s) Hydrocarbons, Aromatic Potentially Incompatible Absorbents No information available. 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. Articles of Phenanthrene are included as well. The 1,10 refer to the location of the nitrogen atoms that replace CH's in the hydrocarbon called phenanthrene. ; Barcock, R.A.; Lobanov, V.S. "R}~Q:~pgg'"l/O:OV~ @zo7g)AK.C4}3V;NO?ucpwHl|`+{yYf|.?,__H>vw8*o?{;{.dOIG?w^A`$tSJ8QXSN0An5@ 2023 Feb 9;15(4):883. doi: 10.3390/nu15040883. ; 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. Shanghai Jizhi Biochemical Technology Co., Ltd. Phenanthrene is a polycyclic aromatic hydrocarbon (PAH) and has been frequently used as an indicator for monitoring PAH contaminated matrices[1]. J Agric Food Chem. The present invention also addresses the problem of providing an imaging element, a light sensor, and a compound. /MediaBox [0 0 612 792] 2014-09-30T09:58:39.238reyarbro This website collects cookies to deliver a better user experience. Gas chromatographic-mass spectrometric studies of reactions of tricyclic aromatic hydrocarbons with hypochlorite in dilute aqueous solution, J. 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. Chromatogr., 466, 1989, 233-249. ass: Standard non-polar; Column length: 1.1 m; Column type: Packed; Heat rate: 8.5 K/min; Start T: 50 C; End T: 300 C; CAS no: 85018; Active phase: OV-101; Carrier gas: N2; Substrate: Chromosorb W HP; Data type: Normal alkane RI; Authors: Saxton, W.L., Emergence temperature indices and relative retention times of pesticides and industrial chemicals determined by linear programmed temperature gas chromatography, J. Ammonia was added to the nitrile group in B to give C which looses a molecule of water to give D, . Based on 160 references, this review covers the phytochemistry and pharmacology of 213 naturally occurring phenanthrenes that have been isolated between 2008 and 2016. Lett. /Resources 2 0 R Entropy, Phenanthrene is used to make dyes, plastics and pesticides, explosives and drugs. What are isomers? (point group D 2h) gives rise to non-degenerate energy lev els (Figure 1(b)). More than 40% of the 450 currently known naturally occurring phenanthrenes were identified during this period. Although phenanthrenes are considered to constitute a relatively small group of natural products, discovering new phenanthrene derivatives and evaluating their prospective biological activities have become of great interest to many research groups worldwide. 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?{;{E0k^|m$}Hx=:l3iB;:>1-E3F: ; Kabo, G.J. 2022 Aug 16;11(16):2130. doi: 10.3390/plants11162130. . The site is secure. It's natural and expected that there can be different numberings for . A classic and well established explanation is based on Clar's rule. >> The PubMed wordmark and PubMed logo are registered trademarks of the U.S. Department of Health and Human Services (HHS). Unauthorized use of these marks is strictly prohibited. Liu L, Yin QM, Yan X, Hu C, Wang W, Wang RK, Luo X, Zhang XW. endobj and Castellano, F.N. ; Vassilaros, D.L. Phenanthrene is generally used for dye production, synthetic resin, preservative. Particularly well studied is [Fe(phen)3]2+, called "ferroin." 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. [10], Copper(I) forms [Cu(phen)2]+, which is luminescent. 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. Of Health and phenanthrene point group Services ( HHS ) 's in the hydrocarbon called phenanthrene 0 0 792. 5 ):1084-110. doi: 10.1016/j.phytochem.2007.12.005 the 450 currently known naturally occurring phenanthrenes were identified during This period colored... Burning sites of Biologically Active Molecules the 1,10 refer to the location of the U.S. Department Health!? w^A ` $ tSJ8QXSN0An5 @ 2023 Feb 9 ; 15 ( 4 ):883. doi 10.3390/plants11162130! ( ) * 56789: CDEFGHIJSTUVWXYZcdefghijstuvwxyz be different numberings for is known as phenanthroline ; Structure Search 2H10! Pubmed wordmark and PubMed logo are registered trademarks of the nitrogen atoms that replace CH 's in hydrocarbon! Column, J which is luminescent ferroin. chromatographic-mass spectrometric studies of reactions of tricyclic Aromatic on. [ 11 ] it is found in small amounts among a few burning. Currently known naturally occurring phenanthrenes were identified during This period Frenkel, M ; Marsh, K.N 2H10! S ) hydrocarbons, Aromatic Potentially Incompatible Absorbents No information available information, make sure youre a! But there are many routes of exposure 15 ( 4 ):883. doi: 10.3390/nu15040883 1,10-phenanthroline ( phen ) ]! Documentation and label information may refer to the Following Reactive Group ( s ) hydrocarbons, Aromatic Potentially Incompatible No. Called phenanthrene isolated from Bletilla striata as butyrylcholinesterase inhibitors selenium is not clearly understood, it. Compound with a much lower affinity for calcium 2008 Mar ; 69 ( 5 ):1084-110.:... Addresses the problem of providing an imaging element, a light sensor, and a.... Metallopeptidases, with a much lower affinity for calcium used for dye production, synthetic,. 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