4,4'-Dinitro-2,2'-bipyridine

Basic Information

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CAS Number

18511-72-3

Molecular Formula

C10H6N4O4

Molecular Weight

246.18 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

195-197 ºC (ethanol )

Boiling Point

449.38°C at 760 mmHg

SMILES

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C1=CN=C(C=C1[N+](=O)[O-])C2=NC=CC(=C2)[N+](=O)[O-]

InChI

InChI=1S/C10H6N4O4/c15-13(16)7-1-3-11-9(5-7)10-6-8(14(17)18)2-4-12-10/h1-6H

InChIKey

ULRVNIRBWWMQJT-UHFFFAOYSA-N

LogP

3.00640

Complexity

295

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

AKOS016010705
GS-6002
4-nitro-2-(4-nitropyridin-2-yl)pyridine
AC-30728
FT-0696142
2,2'-Bipyridine, 4,4'-dinitro-
4,4'-DINITRO-2,2'-BIPYRIDINE
H10609
MFCD06657644
18511-72-3
CS-W004581
4,4/'-DINITRO-2,2/'-BIPYRIDINE
4,4-dinitro-2,2-Bipyridine
DTXSID00467932
4,4 inverted exclamation mark -Dinitro-2,2 inverted exclamation mark -bipyridine
SCHEMBL826630
SY260344
W-201663
C10H6N4O4
4,4'-Dinitro-2,2'-bipyridine
2,2'-Bipyridine,4,4'-dinitro-
4,4'-Dinitro-2,2'-bipyridyl
2,2'-Bipyridine,4,4'-dinitro
2,2'-Bipyridine, 4,4'-dinitro- 4,4'-Dinitro[2,2'-bipyridine]
BPNN01
2,2-Bipyridine, 4,4-dinitro-
AK119600
AX8245016
ST24042506
X6671

MDL Number

MFCD06657644

Customs Code

2933399090

FAQ

What are the physical and chemical properties of 4,4'-Dinitro-2,2'-bipyridine (CAS: 18511-72-3)?

4,4'-Dinitro-2,2'-bipyridine (CAS: 18511-72-3) is a solid, crystalline compound with a molecular weight of approximately 260.09 g/mol. It has poor water solubility but good solubility in organic solvents like ethanol and acetone. The compound is known for its high reactivity, particularly towards nucleophiles and reducing agents. It is a potent electron acceptor and has been used in various redox reactions.

How is 4,4'-Dinitro-2,2'-bipyridine (CAS: 18511-72-3) typically synthesized?

4,4'-Dinitro-2,2'-bipyridine (CAS: 18511-72-3) is commonly synthesized via the diazotization of 4,4'-diaminobipyridine followed by nitration. This process involves the use of nitric acid and sulfuric acid as reagents. The reaction is carried out in a fume hood to manage the strong fuming nitric acid. The yield is typically around 70-80%, and the product is isolated by recrystallization from an appropriate solvent.

What industries use 4,4'-Dinitro-2,2'-bipyridine (CAS: 18511-72-3)?

4,4'-Dinitro-2,2'-bipyridine (CAS: 18511-72-3) finds applications in several industries. It is widely used in the development of redox catalysts, electron acceptors in redox flow batteries, and as a component in sensors for detecting various analytes. Additionally, it has potential uses in semiconductor manufacturing and in the synthesis of other organic compounds.

What precautions should be taken when handling 4,4'-Dinitro-2,2'-bipyridine (CAS: 18511-72-3)?

When handling 4,4'-Dinitro-2,2'-bipyridine (CAS: 18511-72-3), it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Always work in a well-ventilated area or a fume hood to avoid inhalation of fumes. Spills should be cleaned up immediately using appropriate absorbent materials. In case of contact with skin or eyes, rinse thoroughly with water. Always refer to the Material Safety Data Sheet (MSDS) for detailed handling and safety information.