ChemicalBook > CAS DataBase List > o-Phenanthroline

o-Phenanthroline

Product Name
o-Phenanthroline
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
Formula Weight
180.21
MOL File
66-71-7.mol
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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)
NIST Chemistry Reference
o-Phenanthroline(66-71-7)
EPA Substance Registry System
1,10-Phenanthroline (66-71-7)
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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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P391Collect spillage. Hazardous to the aquatic environment

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
131377
Product name
1,10-Phenanthroline
Purity
≥99%
Packaging
2.5g
Price
$27.7
Updated
2024/03/01
Sigma-Aldrich
Product number
131377
Product name
1,10-Phenanthroline
Purity
≥99%
Packaging
5g
Price
$43.1
Updated
2024/03/01
TCI Chemical
Product number
P2099
Product name
1,10-Phenanthroline
Packaging
5G
Price
$29
Updated
2024/03/01
TCI Chemical
Product number
P2099
Product name
1,10-Phenanthroline
Packaging
25G
Price
$99
Updated
2024/03/01
Alfa Aesar
Product number
A13163
Product name
1,10-Phenanthroline, 99%, may contain up to 1.5% water
Packaging
5g
Price
$42.1
Updated
2024/03/01
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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.]

o-Phenanthroline Preparation Products And Raw materials

Raw materials

8-Aminoquinoline o-Phenylenediamine

Preparation Products

1 10-PHENANTHROLINE-5 6-DIONE 97
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View Lastest Price from o-Phenanthroline manufacturers

Shanghai UCHEM Inc.
Product
1,10-phenanthroline 66-71-7
Price
US $7.00-99.00/g
Min. Order
25g
Purity
0.98
Supply Ability
100kg
Release date
2023-10-18
Hebei Weibang Biotechnology Co., Ltd
Product
o-Phenanthroline 66-71-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-30
Hebei Weibang Biotechnology Co., Ltd
Product
o-Phenanthroline 66-71-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-10-29

66-71-7, o-PhenanthrolineRelated Search:

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  • O-PHENANTHROLINE
  • ORTHOPHENANTHROLINE
  • 4,5-Diazaphenanthrene
  • 4,5-Phenanthroline
  • Activ-8 in hexylene glycol
  • beta-Phenanthroline
  • Solution forms containing 1,10-phenanthroline
  • 1,10-Phenanthroline anhydrate
  • 1,10-Phenanthroline techn. anhydrous
  • 1,10-Phenanthroline p.a. (anhydrous)
  • 1,10-Fenanthrolin
  • 1,10-o-Phenanthroline
  • 10-Phenanthroline
  • 1,10-Phenanthroline, 99+% 25GR
  • 1,10-Phenanthroline, 99+% 5GR
  • 1,10-phenanthroline 98%
  • Phenanthroling anhydrous
  • JACS-66-71-7
  • 1,10-PHENANTHROLINE
  • 1,10-PHENANTHROLINE R. G., REAG. ACS, RE DOX INDICATOR
  • 1,10-PHENANTHROLINE, 99+%
  • 1,10-Phenanthroline Base, 38%
  • 1,10-PhenanthrolineAnhydrous97%Min
  • 1,10-Phenanthroline,97%
  • AKOS 92891
  • 1,10-Phenanthroline amhydrous
  • 1,10-Phenanthrolineo-Phenanthroline
  • 1,10-Phenanthroline anhydrous(o-phenanthroline, phenantholine)
  • 1,10-Phenanthroline,anhydrous,99%
  • 1,10 PHENANTHROLINE BASE 3 8%
  • Bathophenanthroline: (Use 1,10-o-Phenanthroline)
  • phen
  • 1,10-PHENANTHROLINE, ANHYDROUS1,10-PHENANTHROLINE, ANHYDROUS1,10-PHENANTHROLINE, ANHYDROUS
  • 1,10-PhenanthroL
  • 1,10-Phenanthroline, 99%, for synthesis
  • 1,10-PHENANTHROLINE ANHYDROUS FOR SYNTHE
  • 1,10-Phen
  • o-Phenanthroline USP/EP/BP
  • Solution forms containing
  • 1.10-Phenanthroling anhydrous
  • 1,1-Phenanthroline
  • 1,10-Phenanthroline Anhydrous extrapure, 99%, water 2%
  • 1,10-Phenanthroline (7CI, 8CI, 9CI, ACI)
  • Anhydrous phenanthroline
  • Anhydrous ortho phenanthroline
  • 66-71-7
  • C12H8N2
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  • N-Containing
  • Others
  • Industrial/Fine Chemicals
  • Heterocyclic Building Blocks
  • N-Containing
  • Others
  • Py-N
  • Achiral Nitrogen
  • organic amine