2-Chloro-4-nitropyridine 1-oxide
[CAS# 14432-16-7]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound >> Nitropyridine
• Name: 2-Chloro-4-nitropyridine 1-oxide
• Synonyms: 2-Chloro-4-nitropyridine N-oxide
• Molecular Formula: C₅H₃ClN₂O₃
• Molecular Weight: 174.54
• CAS Registry Number: 14432-16-7
• EC Number: 238-404-6
• SMILES: C1=C[N+](=C(C=C1[N+](=O)[O-])Cl)[O-]

Properties

• Melting point: 151-155 °C

Safety Data

• Hazard Symbols: GHS06;GHS07 Danger
• Risk Statements: H301-H311-H315-H319-H331-H335
• Safety Statements: P261-P262-P264-P264+P265-P270-P271-P280-P301+P316-P302+P352-P304+P340-P305+P351+P338-P316-P319-P321-P330-P332+P317-P337+P317-P361+P364-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	3	H301
Acute toxicity	Acute Tox.	3	H331
Acute toxicity	Acute Tox.	3	H311
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319

• Transport Information: UN 2811

Discovery and Applications

2-Chloro-4-nitropyridine 1-oxide, abbreviated as CNPO, was discovered through organic synthesis efforts in the field of chemical research. Its discovery likely occurred as chemists sought to explore new pyridine derivatives with potential applications in various industries. The process likely involved the nitration of 2-chloro-4-nitropyridine followed by oxidation, resulting in the formation of CNPO. This compound's unique structure and chemical properties make it a valuable asset in several fields.

CNPO serves as a key intermediate in the synthesis of pharmaceutical compounds. Its versatile chemical structure allows for further functionalization to create molecules with desired pharmacological activities. Pharmaceutical researchers utilize CNPO derivatives in the development of drugs targeting a range of therapeutic areas, including oncology, cardiovascular diseases, and infectious diseases.

CNPO and its derivatives find applications in the synthesis of agrochemicals such as herbicides, insecticides, and fungicides. These compounds play a crucial role in pest management and crop protection.

CNPO serves as a precursor in the synthesis of dyes and pigments. Its chemical reactivity allows for the introduction of various functional groups, enabling the production of dyes with specific colors, properties, and applications in textile, printing, and other industries.

CNPO derivatives are used in the manufacture of photographic chemicals and materials. These compounds contribute to the development of light-sensitive emulsions, coatings, and other components essential for traditional and digital photography processes.

CNPO and its derivatives serve as versatile building blocks in organic synthesis. Their ability to undergo diverse chemical transformations, such as substitution, reduction, and coupling reactions, makes them valuable tools for preparing complex molecules and fine chemicals.

CNPO derivatives are valuable research tools in organic chemistry, providing insights into reaction mechanisms, chemical reactivity, and structure-activity relationships. Researchers utilize CNPO-based compounds to explore new synthetic methodologies, develop novel chemical transformations, and advance knowledge in the field of organic synthesis.

References

2018. 2-Chloro-4-nitropyridine N-oxide. IUCrData, 3, 1.
DOI: 10.1107/s2414314618000160

2013. A multinuclear 1H, 13C, and 15N magnetic resonance study of ten 4-nitropyridine N-oxides. Journal of Structural Chemistry, 54, 1.
DOI: 10.1134/s002247661301040x