5-Nitro-1,10-phenanthroline
- Product Name
- 5-Nitro-1,10-phenanthroline
- CAS No.
- 4199-88-6
- Chemical Name
- 5-Nitro-1,10-phenanthroline
- Synonyms
- 5-NP;5-Nitro-1;NITROFERROIN;TIMTEC-BB SBB008850;5-nitro-10-phenanthroline;5-Nitro-1,10-phenthroline;5-Nitro-1,10-phenathroline;5-NITRO-1,10-PHENANTHROLINE;1,10-Phenanthroline, 5-nitro-;5-Nitro-1,10-phenanthroline>
- CBNumber
- CB9747931
- Molecular Formula
- C12H7N3O2
- Formula Weight
- 225.2
- MOL File
- 4199-88-6.mol
5-Nitro-1,10-phenanthroline Property
- Melting point:
- 202-204 °C(lit.)
- Boiling point:
- 366.71°C (rough estimate)
- Density
- 1.2844 (rough estimate)
- refractive index
- 1.5700 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble in Alcohol,Benzene
- pka
- pK1:3.232(+1) (25°C)
- form
- crystalline
- color
- yellow to orange
- biological source
- synthetic
- Water Solubility
- insoluble
- BRN
- 196245
- InChI
- InChI=1S/C12H7N3O2/c16-15(17)10-7-8-3-1-5-13-11(8)12-9(10)4-2-6-14-12/h1-7H
- InChIKey
- PDDBTWXLNJNICS-UHFFFAOYSA-N
- SMILES
- N1C2C(=C([N+]([O-])=O)C=C3C=2N=CC=C3)C=CC=1
- CAS DataBase Reference
- 4199-88-6(CAS DataBase Reference)
- EPA Substance Registry System
- 1,10-Phenanthroline, 5-nitro- (4199-88-6)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-40
- Safety Statements
- 26-36-24/25-22
- WGK Germany
- 3
- TSCA
- Yes
- HS Code
- 29339900
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
- N8501
- Product name
- 5-Nitro-1,10-phenanthroline
- Purity
- ≥97%, crystalline
- Packaging
- 1g
- Price
- $173.6
- Updated
- 2025/07/31
- Product number
- N8501
- Product name
- 5-Nitro-1,10-phenanthroline
- Purity
- ≥97%, crystalline
- Packaging
- 5g
- Price
- $620.2
- Updated
- 2025/07/31
- Product number
- N0214
- Product name
- 5-Nitro-1,10-phenanthroline
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $77
- Updated
- 2025/07/31
- Product number
- N503463
- Product name
- 5-Nitro-1,10-phenanthroline
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 093580
- Product name
- 5-Nitro-1,10-phenanthroline
- Purity
- 98%
- Packaging
- 1g
- Price
- $189
- Updated
- 2021/12/16
5-Nitro-1,10-phenanthroline Chemical Properties,Usage,Production
Chemical Properties
Light yellow to yellow-brown crystalline powder
Uses
5-Nitro-1,10-phenanthroline complexes of iron find wide applications in redox titrations. It is used as a precursor for the synthesis of 5-amino-1,10-phenanthroline, 5-isothiocyanato-1,10-phenanthroline.
Biochem/physiol Actions
Platinum chelates of a variety of 5-substituted phenanthrolines, including this compound, were tested for cytotoxicity against L1210 murine leukemia cells. Though all tested compounds had very similar DNA-binding affinities, they exhibited a wide range of cytotoxicity.
Synthesis
66-71-7
4199-88-6
General procedure for the synthesis of 5-nitro-1,10-o-phenanthroline from 1,10-phenanthroline: 1,10-phenanthroline (10 g, 55.49 mmol) was slowly added to fuming nitric acid (10 ml), which was subsequently dissolved in concentrated sulfuric acid (20 ml). The reaction was stirred at 160°C for 3 hours. After completion of the reaction, the reaction mixture was diluted with ice water and the pH was adjusted with saturated aqueous sodium hydroxide solution to 3. The resulting yellow solid was collected by filtration, washed with water and finally concentrated under reduced pressure to give 5-nitro-1,10-phenanthroline (6.2 g, 99% yield).
Purification Methods
Crystallise the phenanthroline from *benzene/pet ether, until anhydrous. It also crystallises from H2O with m 202o, and EtOAc with m 203o. Its pK2 5 varies from 3.20 to 2.69 with varying MeOH/H2O ratios from 0 to 0.95 moles/L, and from 3.20 to 1.95 in varying EtOH/H2O ratios from 0 to 0.94 moles/L [Ram et al. J Prakt Chem 319 719 1977]. It forms complexes with Cu2+, Zn2+, In2+, Fe2+ , Co2+, Ni2+ . [Beilstein 23 III/IV 1682, 23/8 V 425.]
References
[1] Organic Letters, 2010, vol. 12, # 12, p. 2876 - 2879
[2] Patent: KR101757629, 2017, B1. Location in patent: Paragraph 0135 - 0139
[3] Chemistry Letters, 2013, vol. 42, # 7, p. 700 - 702
[4] Supramolecular Chemistry, 2013, vol. 25, # 12, p. 798 - 805
[5] Antimicrobial Agents and Chemotherapy, 2017, vol. 61, # 11,
5-Nitro-1,10-phenanthroline Preparation Products And Raw materials
Raw materials
Preparation Products
5-Nitro-1,10-phenanthroline Suppliers
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- info@acros.com
- Country
- Belgium
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View Lastest Price from 5-Nitro-1,10-phenanthroline manufacturers
- Product
- 5-Nitro-1,10-phenanthroline 4199-88-6
- Price
- US $32.00-423.00/g
- Min. Order
- 1g
- Purity
- 0.98
- Supply Ability
- 10kg
- Release date
- 2023-10-17
- Product
- 5-Nitro-1,10-phenanthroline 4199-88-6
- Price
- US $1.00-45.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200000KG
- Release date
- 2024-08-01
- Product
- 5-Nitro-1,10-phenanthroline 4199-88-6
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 95%-99%
- Supply Ability
- 100kg
- Release date
- 2018-12-24