ChemicalBook > CAS DataBase List > 1 10-PHENANTHROLINE-5 6-DIONE 97

1 10-PHENANTHROLINE-5 6-DIONE 97

Product Name
1 10-PHENANTHROLINE-5 6-DIONE 97
CAS No.
27318-90-7
Chemical Name
1 10-PHENANTHROLINE-5 6-DIONE 97
Synonyms
1,10-Phenanthroline-5,6-dione;1,10-Phenanthroline-5,6-quinone;phen-5,6-dione;Stahl phd oxidant;Phenanthroline-5,6-;dipyridobenzoquinone;Stahl phd oxidant phd;1,10-Phenthroline-5,6-dione;1,10-Phenanthrolin-5,6-dione;1,1-Phenanthroline-5,6-dione
CBNumber
CB2499459
Molecular Formula
C12H6N2O2
Formula Weight
210.19
MOL File
27318-90-7.mol
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1 10-PHENANTHROLINE-5 6-DIONE 97 Property

Melting point:
260 °C (dec.)(lit.)
Boiling point:
456.1±20.0 °C(Predicted)
Density 
1.444±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
pka
0.26±0.20(Predicted)
color 
Light yellow to Amber to Dark green
Water Solubility 
Insoluble in water.
λmax
251nm(MeOH)(lit.)
InChI
InChI=1S/C12H6N2O2/c15-11-7-3-1-5-13-9(7)10-8(12(11)16)4-2-6-14-10/h1-6H
InChIKey
KCALAFIVPCAXJI-UHFFFAOYSA-N
SMILES
N1C2=C(C(=O)C(=O)C3=C2N=CC=C3)C=CC=1
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
496383
Product name
1,10-Phenanthroline-5,6-dione
Purity
97%
Packaging
1g
Price
$202.35
Updated
2025/07/31
TCI Chemical
Product number
P1973
Product name
1,10-Phenanthroline-5,6-dione
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$154
Updated
2025/07/31
TCI Chemical
Product number
P1973
Product name
1,10-Phenanthroline-5,6-dione
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$485
Updated
2025/07/31
TRC
Product number
P399223
Product name
1,10-Phenanthroline-5,6-dione
Packaging
10mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
J92604
Product name
1,10-Phenanthroline-5,6-dione
Packaging
250mg
Price
$20
Updated
2021/12/16
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1 10-PHENANTHROLINE-5 6-DIONE 97 Chemical Properties,Usage,Production

Chemical Properties

Yellow solid

Uses

1,10-Phenanthroline-5,6-dione is a Bifunctional quinone oxidant which, when used in conjunction with Zn2+ catalysts, is used to affect the aerobic oxidation of secondary amines to a variety of value added motifs, including indoles.

General Description

1,10-Phenanthroline-5,6-dione (phendio) forms Cu(II) and Ag(I) phendio complexes, which show potent anti-fungal and anti-cancer activity. The modification of glassy carbon (GC) electrodes with phendio complexes of transition metals leads to the catalytic oxidation of NADH at low overpotential.

Synthesis

66-71-7

27318-90-7

1. Add 35 mL of concentrated H2SO4 to a 250 mL three-necked flask at 0 °C. 2. 2. 1,10-phenanthroline (2.5 g, 28 mmol) was added slowly to the three-necked flask. 3. KBr (5 g, 42 mmol) and HNO3 (17.5 mL) were added sequentially at 5 °C. 4. Stir the reaction mixture at room temperature for 20 minutes. 5. Warm the reaction system to 130 °C and hold for 2 hours. 6. Slowly pour the hot yellow reaction solution into 150 g of ice water. 7. Neutralize to pH=7 with Na2CO3. 8. Extract the reaction mixture with CHCl3. 9. Combine the organic phases and dry with anhydrous Na2SO4. 10. Concentrate the organic phase under pressure. 11. purify the crude product by recrystallization from anhydrous ethanol to give 2.4 g (96% yield) of 1,10-phenanthroline-5,6-dione.

References

[1] Dalton Transactions, 2016, vol. 45, # 41, p. 16366 - 16378
[2] Chemistry - A European Journal, 2012, vol. 18, # 50, p. 16061 - 16072
[3] Russian Journal of Organic Chemistry, 2005, vol. 41, # 11, p. 1690 - 1693
[4] Journal of the American Chemical Society,
[5] Journal of the American Chemical Society, 2009, vol. 131, p. 4 - 5

1 10-PHENANTHROLINE-5 6-DIONE 97 Preparation Products And Raw materials

Raw materials

Stannous chloride dihydrate Ethanol Potassium bromide o-Phenanthroline Chloroform Nitric acid Sodium hydroxide 1,10-Phenanthroline hydrate Sulfuric acid

Preparation Products

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1 10-PHENANTHROLINE-5 6-DIONE 97 Suppliers

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

WUHAN FORTUNA CHEMICAL CO., LTD
Product
1,10-phenanthroline-5,6-dione 27318-90-7
Price
US $0.00/g/Bag
Min. Order
1g
Purity
98%min
Supply Ability
10kg
Release date
2021-12-06
Hebei Chuanghai Biotechnology Co., Ltd
Product
1,10-Phenanthroline-5,6-Dione 27318-90-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-11-22
Shanghai UCHEM Inc.
Product
1,10-Phenanthroline-5,6-dione 27318-90-7
Price
US $55.00-743.00/g
Min. Order
1g
Purity
0.98
Supply Ability
10kg
Release date
2024-04-12

27318-90-7, 1 10-PHENANTHROLINE-5 6-DIONE 97Related Search:

2,9-Dichloro-1,10-phenanthroline 3,8-Dibromophenanthroline 2，9-dibromo-1,10-phenanthroline 5,6-diamino-1,10-phenanthroline 1,10-PHENANTHROLINE-2,9-DICARBOXYLIC ACID 4,7-Dimethyl-1,10-phenanthroline 2-METHYLNICOTINALDEHYDE 2,3-Lutidine 2,2'-Bipyridine 3-PROPYLPYRIDINE ISOAMYLAMINE 1 10-PHENANTHROLINE-5 6-DIONE 97 3-PROPIONYLPYRIDINE 3-ETHYL-2-METHYLPYRIDINE 1,10-Phenanthroline-5,6-dione,3,8-dibromo 3,3'-DIMETHYL-2,2'-BIPYRIDINE PYRIDIN-3-YLACETALDEHYDE 3-(2-OXO-PROPYL)-PYRIDINIUM, CHLORIDE

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  • 1 10-PHENANTHROLINE-5 6-DIONE 97
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  • 1,10-Phenanthroline-5,6-dione
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