2-Fluoro-6-trifluoromethylpyridine
[CAS# 94239-04-0]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound >> Methylpyridine
• Name: 2-Fluoro-6-trifluoromethylpyridine
• Synonyms: 2-Trifluoromethyl-6-fluoropyridine; 2-Fluoro-6-(trifluoromethyl)pyridine
• Molecular Formula: C₆H₃F₄N
• Molecular Weight: 165.09
• CAS Registry Number: 94239-04-0
• EC Number: 640-140-5
• SMILES: C1=CC(=NC(=C1)F)C(F)(F)F

Properties

• Boiling point: 121.6 °C (760 mmHg)

Safety Data

• Hazard Symbols: GHS02;GHS07 Warning
• Risk Statements: H226-H332-H302-H412
• Safety Statements: P210-P233-P240-P241-P242-P243-P260-P261-P264-P270-P271-P273-P280-P301+P317-P303+P361+P353-P304+P340-P317-P319-P330-P370+P378-P403+P235-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315
Flammable liquids	Flam. Liq.	3	H226
Specific target organ toxicity - repeated exposure	STOT RE	2	H373
Acute toxicity	Acute Tox.	4	H302
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Acute toxicity	Acute Tox.	4	H332

Discovery and Applications

2-Fluoro-6-trifluoromethylpyridine is a chemical compound of growing interest in both industrial and pharmaceutical fields. This molecule, characterized by its fluorinated pyridine ring, has notable applications due to its unique chemical properties.

The discovery of 2-Fluoro-6-trifluoromethylpyridine can be traced back to the increasing interest in fluorine chemistry over the past few decades. The strategic introduction of fluorine atoms into organic molecules often enhances their stability and alters their reactivity, making them valuable in various chemical contexts. This particular compound features a pyridine ring substituted with a fluorine atom at position 2 and a trifluoromethyl group at position 6, which significantly impacts its chemical behavior.

One of the primary applications of 2-Fluoro-6-trifluoromethylpyridine is in the synthesis of pharmaceuticals. The fluorine atoms in this compound can enhance the metabolic stability of drug molecules, making them more effective and longer-lasting in the body. As a result, 2-Fluoro-6-trifluoromethylpyridine is used as a building block in the development of various drugs, particularly those targeting central nervous system disorders and oncology. The compound's electronic and steric properties help in designing molecules with improved biological activity and selectivity.

In addition to its pharmaceutical uses, 2-Fluoro-6-trifluoromethylpyridine finds applications in agrochemicals. The introduction of fluorine into pesticides and herbicides can improve their efficacy and environmental stability. The compound's unique structure allows for the development of more selective and potent agrochemical agents, which can enhance crop protection and yield.

Another significant application is in materials science. The compound’s fluorinated structure can contribute to the development of advanced materials with desirable properties such as hydrophobicity, thermal stability, and chemical resistance. This makes 2-Fluoro-6-trifluoromethylpyridine valuable in creating high-performance coatings, polymers, and other advanced materials.

Overall, 2-Fluoro-6-trifluoromethylpyridine is a versatile chemical with substantial impact across multiple domains. Its role in pharmaceutical synthesis, agrochemicals, and materials science underscores its importance and the continued interest in fluorinated compounds for enhancing functionality and performance in various applications.

References

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