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HCID 65237Erstellt: 26. Oktober 2026
2,9-Dimethyl-1,10-phenanthrolin
2,9-DIMETHYL-1,10-PHENANTHROLINE · DMPHEN · Mephen · 2,9-Dimethylphenanthroline · 2,9-dimethyl-10-phenanthroline · 2,9-Dimethyl-o-phenanthroline · VUF 7738 · NEOCUPROINE
https://huagongshe.com/de/chemical/65237
Identifikatoren & physikalische Daten
| CAS No. | 484-11-7 |
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| Summenformel | C14H12N2 |
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| Durchschnittliche Molmasse | 208,26 g/mol |
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| Monoisotopische Masse | 208,10004839 g/mol |
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| SMILES | Cc1ccc2ccc3ccc(C)nc3c2n1 |
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| InChIKey | IYRGXJIJGHOCFS-UHFFFAOYSA-N |
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| PubChem CID | 65237 |
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| ChEMBL | CHEMBL375781 |
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| ChEBI | CHEBI:91222 |
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| EC No. | 207-601-9 |
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| DTXSID | DTXSID5060065 |
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| Lokaler Name | 2,9-Dimethyl-1,10-phenanthrolin |
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Chemische & physikalische Eigenschaften
| XLogP | 3,3 |
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| Polarare Oberfläche (TPSA) | 25,8 |
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| H-Brücken-Donoren | 0 |
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| H-Brücken-Akzeptoren | 2 |
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| Frei drehbare Bindungen | 0 |
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| Schwere Atome | 16 |
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| Formalladung | 0 |
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| Komplexität | 227 |
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| Physical Description | Beige crystalline solid[Sigma-Aldrich MSDS] |
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| Schmelzpunkt | 159-164 °C |
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| Siedepunkt | 337.46°C (rough estimate) |
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| Dichte | 1.1345 (rough estimate) |
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| Brechungsindex | 1.6152 (estimate) |
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| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
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| Löslichkeit | methanol: 0.1 g/mL, clearslightly soluble |
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| Aggregatzustand | crystalline |
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| pKa (Säurekonstante) | 6.01±0.30(Predicted) |
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| Farbe | white to beige |
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| Merck | 6449 |
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| InChI | 1S/C14H12N2/c1-9-3-5-11-7-8-12-6-4-10(2)16-14(12)13(11)15-9/h3-8H,1-2H3 |
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| InChIKey | IYRGXJIJGHOCFS-UHFFFAOYSA-N |
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| SMILES | Cc1ccc2ccc3ccc(C)nc3c2n1 |
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| CAS Datenbank | 484-11-7(CAS DataBase Reference) |
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| NIST chemische Informationen | 1,10-Phenanthroline, 2,9-dimethyl-(484-11-7) |
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| EPA chemische Informationen | 1,10-Phenanthroline, 2,9-dimethyl- (484-11-7) |
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Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 2.1% (1 of 47) of reports.WarningH315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (93.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (95.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 47 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 1 of 47 reports by companies.There are 8 notifications provided by 46 of 47 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
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| Regulatorische Informationen | Chemical: 1,10-Phenanthroline, 2,9-dimethyl-1,10-Phenanthroline, 2,9-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard |
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| Gefahrenübersicht | A skin and strong eye irritant[Sigma-Aldrich MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS. |
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| Hazard Classes and Categories | Skin Irrit. 2 (100%)Eye Irrit. 2 (100%)STOT SE 3 (80%)Skin Irrit. 2 (97.9%)Eye Irrit. 2A (93.6%)STOT SE 3 (95.7%) |
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| Wassergefährdungsklasse (WGK) | 3 |
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| TSCA-Inventar-Status | TSCA listed |
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| Zollcode | 29339990 |
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| R-Sätze (R) | 36/37/38-20/21/22-22 |
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| Gefahrensymbole | Xi,Xn |
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| Sicherheitshinweise (S) | 26-36/37/39-36-24/25 |
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| Lagerklasse | 11 - Combustible Solids |
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Anwendungen & Verwendung
Verwenden
Due to the steric hindrance of the methyl groups attached to the carbon atoms adjacent to the nitrogen donor atoms of phenanthroline, the reagent does not give the low spin vivid red complex characteristic of phenanthroline derivatives with iron(II). However, in the presence of reducing agents it reacts with copper to give a copper(I) complex of composition MA2 and of tetrahedral symmetry. This chelate is insoluble in water and can be extracted by chloroform in which the absorption maximum of the complex appears at 457 nm. In this way the concentration of the complex can be measured. The method is suitable for the determination of copper in iron, manganese and vanadium ores even in the presence of aluminium, germanium, titanium and silicon. Neocuproine is today considered one of the most selective reagents. Unfortunately, it is rather expensive. 2,3-bis-(2-pyridyl)quinoxaline, prepared by Belcher et al. by condensation of o-diketone, 2,2'-dipyridyl and 0-phenylenediamine(44) contains the functional grouping characteristic of cuproine; it is quite suitable for the determination of copper and it is cheap. Starting with various substituted o-phenylene-diamines Belcher synthesized 25 different quinoxaline derivatives, of which 2,3-bis-[2-(-methyl)-pyridyl)]quinoxaline proved to be identical with neocuproine as regards analytical selectivity. Besides copper, titanium(III) is the only metal ion which gives a colour reaction with the reagent. However, the coloured titanium(III) complex is formed only at lower pH and hence it does not interfere with the determination of copper. The copper complex of the reagent can be extracted quantitatively with isopentyl alcohol usually as a perchlorate ion pair.