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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

Molekülstruktur von 2,9-Dimethyl-1,10-phenanthrolin

Identifikatoren & physikalische Daten

CAS No.484-11-7
SummenformelC14H12N2
Durchschnittliche Molmasse208,26 g/mol
Monoisotopische Masse208,10004839 g/mol
SMILESCc1ccc2ccc3ccc(C)nc3c2n1
InChIKeyIYRGXJIJGHOCFS-UHFFFAOYSA-N
PubChem CID65237
ChEMBLCHEMBL375781
ChEBICHEBI:91222
EC No.207-601-9
DTXSIDDTXSID5060065
Lokaler Name2,9-Dimethyl-1,10-phenanthrolin

Chemische & physikalische Eigenschaften

XLogP3,3
Polarare Oberfläche (TPSA)25,8
H-Brücken-Donoren0
H-Brücken-Akzeptoren2
Frei drehbare Bindungen0
Schwere Atome16
Formalladung0
Komplexität227
Physical DescriptionBeige crystalline solid[Sigma-Aldrich MSDS]
Schmelzpunkt159-164 °C
Siedepunkt337.46°C (rough estimate)
Dichte1.1345 (rough estimate)
Brechungsindex1.6152 (estimate)
LagerbedingungenKeep in dark place,Sealed in dry,Room Temperature
Löslichkeitmethanol: 0.1 g/mL, clearslightly soluble
Aggregatzustandcrystalline
pKa (Säurekonstante)6.01±0.30(Predicted)
Farbewhite to beige
Merck6449
InChI1S/C14H12N2/c1-9-3-5-11-7-8-12-6-4-10(2)16-14(12)13(11)15-9/h3-8H,1-2H3
InChIKeyIYRGXJIJGHOCFS-UHFFFAOYSA-N
SMILESCc1ccc2ccc3ccc(C)nc3c2n1
CAS Datenbank484-11-7(CAS DataBase Reference)
NIST chemische Informationen1,10-Phenanthroline, 2,9-dimethyl-(484-11-7)
EPA chemische Informationen1,10-Phenanthroline, 2,9-dimethyl- (484-11-7)

Sicherheit & Vorschriften

GHS-EinstufungThis 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.
Regulatorische InformationenChemical: 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
GefahrenübersichtA skin and strong eye irritant[Sigma-Aldrich MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS.
Hazard Classes and CategoriesSkin 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%)
Wassergefährdungsklasse (WGK)3
TSCA-Inventar-StatusTSCA listed
Zollcode29339990
R-Sätze (R)36/37/38-20/21/22-22
GefahrensymboleXi,Xn
Sicherheitshinweise (S)26-36/37/39-36-24/25
Lagerklasse11 - Combustible Solids

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.