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o-Phenanthroline

CAS No.66-71-7
Chemical Name:o-Phenanthroline
CBNumber:CB4283203
Molecular Formula:C12H8N2
Formula Weight:180.21
MOL File:66-71-7.mol

o-Phenanthroline Property

Melting point 114-117 °C(lit.)
Boiling point >330°C
Density 1.1836 (rough estimate)
refractive index 1.5200 (estimate)
Flash point >330°C
storage temp. Store below +30°C.
solubility 2.69g/l
pka 4.84(at 25℃)
form Powder
color White to light yellow or light pink
Water Solubility slightly soluble
Sensitive Hygroscopic
Merck 14,7214
BRN 126461
Stability Stable. Hygroscopic. Store under nitrogen. Incompatible with strong acids, strong oxidizing agents.
InChIKey DGEZNRSVGBDHLK-UHFFFAOYSA-N
CAS DataBase Reference 66-71-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII W4X6ZO7939
NIST Chemistry Reference o-Phenanthroline(66-71-7)
EPA Substance Registry System 1,10-Phenanthroline (66-71-7)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :T,N
Risk Statements :25-50/53
Safety Statements :45-60-61
RIDADR :UN 2811 6.1/PG 3
WGK Germany :3
RTECS :SF8437000
TSCA :Yes
HazardClass :6.1
PackingGroup :III
HS Code :29339990
Toxicity :dni-hmn:leu 5 mg/L ONCOBS 46,193,89

NFPA 704:

	1
2		1

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H301-H410
Precautionary statements P264-P270-P273-P301+P310-P391-P405

o-Phenanthroline Price More Price(9)

Brand: Sigma-Aldrich(India)
Product number: 131377
Product name : 1,10-Phenanthroline
Purity: ≥99%
Packaging: 2.5G
Price: ₹1948.5
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 131377
Product name : 1,10-Phenanthroline
Purity: ≥99%
Packaging: 5G
Price: ₹2154.18
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 131377
Product name : 1,10-Phenanthroline
Purity: ≥99%
Packaging: 25G
Price: ₹6982.13
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 131377
Product name : 1,10-Phenanthroline
Purity: ≥99%
Packaging: 100G
Price: ₹22570.13
Updated: 2022/06/14
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Brand: TCI Chemicals (India)
Product number: P2099
Product name : 1,10-Phenanthroline
Purity:
Packaging: 5G
Price: ₹2100
Updated: 2022/05/26
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o-Phenanthroline Chemical Properties,Usage,Production

Description 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.
Chemical Properties 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.
Characteristics 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.
Uses 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 C?H 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.
Uses 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.
Preparation 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.
Safety Profile 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].
storage Desiccate at RT
Purification Methods 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.]