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
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
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.
N-Bromosuccinimide Price
- Product number
- 496383
- Product name
- 1,10-Phenanthroline-5,6-dione
- Purity
- 97%
- Packaging
- 1g
- Price
- $202.35
- Updated
- 2025/07/31
- Product number
- P1973
- Product name
- 1,10-Phenanthroline-5,6-dione
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $154
- Updated
- 2025/07/31
- Product number
- P1973
- Product name
- 1,10-Phenanthroline-5,6-dione
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $485
- Updated
- 2025/07/31
- Product number
- P399223
- Product name
- 1,10-Phenanthroline-5,6-dione
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- CS-D0379
- Product name
- 1,10-Phenanthroline-5,6-dione
- Purity
- 99.93%
- Packaging
- 5g
- Price
- $50
- Updated
- 2021/12/16
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
Preparation Products
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View Lastest Price from 1 10-PHENANTHROLINE-5 6-DIONE 97 manufacturers
- 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
- 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
- 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