ChemicalBook > CAS DataBase List > 5-Nitro-1,10-phenanthroline

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
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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)
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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
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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
N8501
Product name
5-Nitro-1,10-phenanthroline
Purity
≥97%, crystalline
Packaging
1g
Price
$173.6
Updated
2025/07/31
Sigma-Aldrich
Product number
N8501
Product name
5-Nitro-1,10-phenanthroline
Purity
≥97%, crystalline
Packaging
5g
Price
$620.2
Updated
2025/07/31
TCI Chemical
Product number
N0214
Product name
5-Nitro-1,10-phenanthroline
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$77
Updated
2025/07/31
TRC
Product number
N503463
Product name
5-Nitro-1,10-phenanthroline
Packaging
100mg
Price
$75
Updated
2021/12/16
Apolloscientific
Product number
OR19583
Product name
5-Nitro-1,10-phenanthroline
Purity
98%
Packaging
1g
Price
$29
Updated
2021/12/16
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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

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View Lastest Price from 5-Nitro-1,10-phenanthroline manufacturers

Shanghai UCHEM Inc.
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
Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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

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