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o-Phenanthroline

o-Phenanthroline Structure
CAS No.
66-71-7
Chemical Name:
o-Phenanthroline
Synonyms
1,10-PHENANTHROLINE;phen;1,10-Phen;10-Phenanthroline;1,10-Fenanthrolin;ORTHOPHENANTHROLINE;1,10-Phenanthroline anhydrate;4,5-Phenanthroline;1,1-Phenanthroline;1,10-o-Phenanthroline
CBNumber:
CB4283203
Molecular Formula:
C12H8N2
Molecular Weight:
180.21
MOL File:
66-71-7.mol
MSDS File:
SDS
Modify Date:
2024/8/13 12:20:35

o-Phenanthroline Properties

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)
NIST Chemistry Reference o-Phenanthroline(66-71-7)
EPA Substance Registry System 1,10-Phenanthroline (66-71-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS09
Signal word  Danger
Hazard statements  H301-H410
Precautionary statements  P264-P270-P273-P301+P310-P391-P405
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

o-Phenanthroline price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 131377 1,10-Phenanthroline ≥99% 66-71-7 2.5G ₹1948.5 2022-06-14 Buy
Sigma-Aldrich(India) 131377 1,10-Phenanthroline ≥99% 66-71-7 5G ₹2154.18 2022-06-14 Buy
Sigma-Aldrich(India) 131377 1,10-Phenanthroline ≥99% 66-71-7 25G ₹6982.13 2022-06-14 Buy
Sigma-Aldrich(India) 131377 1,10-Phenanthroline ≥99% 66-71-7 100G ₹22570.13 2022-06-14 Buy
TCI Chemicals (India) P2099 1,10-Phenanthroline 66-71-7 5G ₹2100 2022-05-26 Buy
Product number Packaging Price Buy
131377 2.5G ₹1948.5 Buy
131377 5G ₹2154.18 Buy
131377 25G ₹6982.13 Buy
131377 100G ₹22570.13 Buy
P2099 5G ₹2100 Buy

o-Phenanthroline Chemical Properties,Uses,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.

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.

Preparation

1,10-Phenanthroline is prepared by heating o-phenylenediamine, glycerin, nitrobenzene and concentrated sulfuric acid.

Safety Profile

Poison by ingestion and intraperitoneal routes. An experimental teratogen. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

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.]

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