1,10-Phenanthrolin

Bezeichnung:1,10-Phenanthrolin

CAS-Nr66-71-7

Englisch Name:o-Phenanthroline

CBNumberCB4283203

SummenformelC12H8N2

Molgewicht180.21

MOL-Datei66-71-7.mol

Synonyma

1,10-Phenanthrolin

1,10-Phenanthrolin physikalisch-chemischer Eigenschaften

Schmelzpunkt	114-117 °C(lit.)
Siedepunkt	>330°C
Dichte	1.1836 (rough estimate)
Brechungsindex	1.5200 (estimate)
Flammpunkt	>330°C
storage temp.	Store below +30°C.
Löslichkeit	2.69g/l
Aggregatzustand	Powder
pka	4.84(at 25℃)
Farbe	White to light yellow or light pink
Wasserlöslichkeit	slightly soluble
Sensitive	Hygroscopic
Merck	14,7214
BRN	126461
Henry's Law Constant	1.1×10⁵ mol/(m³Pa) at 25℃, Zhang et al. (2010)
Stabilität	Stable. Hygroscopic. Store under nitrogen. Incompatible with strong acids, strong oxidizing agents.
InChI	1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H
InChIKey	DGEZNRSVGBDHLK-UHFFFAOYSA-N
SMILES	c1cnc2c(c1)ccc3cccnc23
CAS Datenbank	66-71-7(CAS DataBase Reference)
NIST chemische Informationen	o-Phenanthroline(66-71-7)
EPA chemische Informationen	1,10-Phenanthroline (66-71-7)

Sicherheit

Kennzeichnung gefährlicher	T,N
R-Sätze:	25-50/53
S-Sätze:	45-60-61
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS-Nr.	SF8437000
TSCA	TSCA listed
HazardClass	6.1
PackingGroup	III
HS Code	29339990
Speicherklasse	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1
Toxizität	dni-hmn:leu 5 mg/L ONCOBS 46,193,89

Gefahreninformationscode (GHS)

o-Phenanthroline Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R25:Giftig beim Verschlucken.
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
S-Sätze Betriebsanweisung:
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
Beschreibung
o-Phenanthroline is a white crystalline powder and serves as an organic intermediate. It has multiple uses, acting as both a redox indicator and a reagent for the determination of various metals such as ferrous, palladium, vanadium, copper, and iron.
Chemische Eigenschaften
Monohydrate is a white crystalline powder. The melting point is 93-94°C, the melting point of anhydrous is 117°C, soluble in 300 parts of water, 70 parts of benzene, soluble in alcohol and acetone.
Charakteristisch
o-Phenanthroline can form complexes with a variety of transition metals. Since the complexes formed are chelates, they are relatively stable. The complexes and their derivatives formed with copper can be used as non-oxidative nucleic acid cleaving enzymes because they have certain cleavage activity on DNA, and further have certain anticancer activities.
Verwenden
As an analytical reagent for determination of metals in chemical and biological systems through complex formation. As an indicator ("Ferroin") in combination with ferrous ions for oxidation/reduction reactions. In organic syntheses as an activator.
Verwenden
o-Phenanthroline is a commonly used redox indicator and also a bidentate ligand. It has been widely used in transition metal-catalyzed cross-coupling reactions and CH bond activation reactions. It also acts as a chelating agent, forming complexes with most metal ions. In addition, it functions as a ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide.
synthetische
1,10-Phenanthroline is prepared by heating o-phenylenediamine, glycerin, nitrobenzene and concentrated sulfuric acid.
Definition
ChEBI: 1,10-phenanthroline is a phenanthroline. It has a role as an EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor and an EC 2.7.1.1 (hexokinase) inhibitor.
Sicherheitsprofil
Poison by ingestion and intraperitoneal routes. An experimental teratogen. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
in vitro
proteolysis of lamins, which are the intermediate filament proteins providing support to the nuclear structural proteins and are targets of mmp-2, o-phenanthroline abolished the proteolysis of lamin a [2].
Lager
Desiccate at RT
läuterung methode
Purify it via the HgCl2 addition compound formed when phenanthridine (20g) in 1:1 HCl (100mL) is added to aqueous HgCl2 (60g in 3L), and the mixture is heated to boiling. The HgCl2 complex separates as yellow red crystals with m 195-198o [Arcus & Mesley J Chem Soc 1780 1953]. Conc HCl is then added until all of the solid has dissolved. The compound separates on cooling and is decomposed with aqueous NaOH (ca 5M). Phenanthridine is extracted into Et2O, evaporated, and the residue is crystallised from pet ether (b 80-100o) or EtOAc. [Cumper et al. J Chem Soc 45218 1962.] It is also purified by chromatography on activated alumina from *benzene solution, with diethyl ether as eluent. Evaporation of ether gives crystalline material which is freed from residual solvent under vacuum, then further purified by fractional crystallisation, under N2, from its melt. It was purified by zone melting and sublimes in a vacuum. The picrate has m 218.5-219.5o (from iso-PrOH) (also reported are m 244-245o and 247-248o, from EtOH or H2O). [Slough & Ubbelhode J Chem Soc 911 1957.] [Beilstein 20 H 466, 20 III/IV 4016, 20/8 V 223.]

o-Phenanthroline Upstream-Materialien And Downstream Produkte

1,10-Phenanthrolin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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