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

Matrix Scientific

Product number: 093580
Product name: 5-Nitro-1,10-phenanthroline
Purity: 98%
Packaging: 1g
Price: $189
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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5-Nitro-1,10-phenanthroline Suppliers

Americas 1 Austria 1 Belgium 1 Canada 1 CHINA 172 Europe 1 Germany 3 India 5 Japan 2 Switzerland 2 United Kingdom 9 United States 26 Global 224

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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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5-NITRO-1,10-PHENANTHROLINE

5-nitro-10-phenanthroline

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5-Nitro-1,10-phenanthroline,98%

1,10-Phenanthroline, 5-nitro-

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5-Nitro-1, 10-diazaphenanthrene

5-Nitro-1

PHEN081, 5-Nitro-1,10-phenanthroline

5-Nitro-1,10-phenanthroline&gt

5-NP

5-Nitro-1,10-phenanthroline, 10 mM in DMSO

5-Nitro-1,10-phenanthroline - [N72178]

5-Nitro-1,10-phenthroline

4199-88-6

C12H7N3O2

NO2C12H7N2

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