2-Chloro-3-(trifluoromethyl)pyridine
[CAS# 65753-47-1]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound >> Methylpyridine
• Name: 2-Chloro-3-(trifluoromethyl)pyridine
• Synonyms: 2,3-CTF
• Molecular Formula: C₆H₃ClF₃N
• Molecular Weight: 181.54
• CAS Registry Number: 65753-47-1
• EC Number: 424-520-6
• SMILES: C1=CC(=C(N=C1)Cl)C(F)(F)F

Properties

• Melting point: 39-40 °C

Safety Data

• Hazard Symbols: GHS05;GHS06;GHS08 Danger
• Risk Statements: H311-H301-H372-H314-H412
• Safety Statements: P260-P262-P264-P264+P265-P270-P273-P280-P301+P316-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P319-P321-P330-P361+P364-P363-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Skin corrosion	Skin Corr.	1B	H314
Acute toxicity	Acute Tox.	3	H301
Specific target organ toxicity - repeated exposure	STOT RE	1	H372
Acute toxicity	Acute Tox.	3	H311
Serious eye damage	Eye Dam.	1	H318

• Transport Information: UN 2926

Discovery and Applications

2-Chloro-3-(trifluoromethyl)pyridine is an important compound in the field of organic chemistry and pharmaceuticals. Its discovery has opened up new avenues for synthesis and application, highlighting its potential in various industrial and research settings.

The compound is a pyridine derivative with a trifluoromethyl group and a chlorine atom attached to its aromatic ring. Its unique structure gives it unique chemical properties, making it valuable in the synthesis of various organic molecules. The trifluoromethyl group is known for its electron-withdrawing effect, which significantly affects the reactivity of the pyridine ring, enhancing its usefulness in forming complex compounds.

One of the most notable applications of 2-chloro-3-(trifluoromethyl)pyridine is in the pharmaceutical industry. Its reactivity makes it a versatile building block for the synthesis of new drugs. The ability of this compound to participate in nucleophilic substitution reactions makes it ideal for the production of drugs with enhanced efficacy and specificity. Researchers have used it to create a variety of bioactive molecules, expanding the range of potential therapeutic agents.

In addition, this chemical is used in agrochemicals. Incorporating the trifluoromethyl group into herbicides and pesticides can improve their potency and selectivity. This application demonstrates the compound's role in developing more efficient and environmentally friendly agricultural products.

In materials science, 2-chloro-3-(trifluoromethyl)pyridine has been used to synthesize advanced materials with unique electronic and optical properties. Its introduction into polymer science has led to the creation of materials with enhanced performance characteristics for use in electronics and other high-tech applications.

The synthesis of 2-chloro-3-(trifluoromethyl)pyridine generally involves simple chemical reactions, making it amenable to large-scale production. Its chemical stability and versatility further facilitate its widespread use in various fields.

References

2022. Copper-Catalyzed Halodecarboxylation of (Hetero)aryl Carboxylic Acids. Synfacts, 18(7).
DOI: 10.1055/s-0041-1738245

2020. Metabolic and Pharmaceutical Aspects of Fluorinated Compounds. Journal of Medicinal Chemistry, 63(6).
DOI: 10.1021/acs.jmedchem.9b01877

2012. Recent Developments on the Trifluoromethylation of (Hetero)Arenes. Chemistry - An Asian Journal, 7(7).
DOI: 10.1002/asia.201200211