2,3-Dichloro-5-(trifluoromethyl)pyridine
[CAS# 69045-84-7]

Identification

• Classification: Chemical pesticide >> Insecticide intermediate
• Name: 2,3-Dichloro-5-(trifluoromethyl)pyridine
• Synonyms: 2,3,5-DCTF
• Molecular Formula: C₆H₂Cl₂F₃N
• Molecular Weight: 215.99
• CAS Registry Number: 69045-84-7
• EC Number: 410-340-5
• SMILES: C1=C(C=NC(=C1Cl)Cl)C(F)(F)F

Properties

• Density: 1.549
• Melting point: 8-9 °C
• Boiling point: 176 °C
• Refractive index: 1.4745-1.4765
• Flash point: 79 °C

Safety Data

• Hazard Symbols: GHS05;GHS07;GHS09 Danger
• Risk Statements: H332-H302-H318-H317-H411
• Safety Statements: P261-P264-P264+P265-P270-P271-P272-P273-P280-P301+P317-P302+P352-P304+P340-P305+P354+P338-P317-P321-P330-P333+P317-P362+P364-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin sensitization	Skin Sens.	1	H317
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H332
Serious eye damage	Eye Dam.	1	H318
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335

• Transport Information: UN 3082

Discovery and Applications

2,3-Dichloro-5-(trifluoromethyl)pyridine is an influential compound with notable applications in organic synthesis and materials science. Its discovery paved the way for major advances in various industries and research fields.

The compound is a pyridine derivative with two chlorine atoms and a trifluoromethyl group attached to an aromatic ring. The presence of these substituents imparts it with unique chemical properties, making 2,3-dichloro-5-(trifluoromethyl)pyridine a valuable reagent in a variety of applications.

In the pharmaceutical industry, this chemical is an important intermediate in the synthesis of bioactive molecules. Its structure allows for a variety of reactivities, making it an ideal building block for creating compounds with potential therapeutic benefits. Researchers have exploited its reactivity to produce new drugs and improve existing formulations, thereby increasing the efficacy and specificity of drugs.

Agricultural science has also benefited from this compound. 2,3-Dichloro-5-(trifluoromethyl)pyridine is used to develop advanced agrochemicals, including herbicides and fungicides. The trifluoromethyl group is known for its electron-withdrawing properties, which improves the stability and potency of these chemicals, leading to more effective crop protection solutions.

In materials science, this pyridine derivative helps create advanced materials with special properties. Its chemical structure facilitates the synthesis of polymers and other materials with enhanced performance characteristics, including improved durability and functionality for electronics and coatings.

The synthesis of 2,3-dichloro-5-(trifluoromethyl)pyridine generally involves simple chemical reactions, which makes it amenable to large-scale production. Its stability and reactivity further enhance its usefulness in a variety of applications ranging from pharmaceuticals to agrochemicals and materials science.

References

2023. Novel amide derivatives containing a pyridine moiety: design, synthesis as potential fungicides. Chemical Papers, 77(12).
DOI: 10.1007/s11696-023-02938-6

2020. Good pyridine hunting: a biomimic compound, a modifier and a unique pharmacophore in agrochemicals. Chemistry of Heterocyclic Compounds, 56(12).
DOI: 10.1007/s10593-020-02843-w

2008. 3-Chloro-5-(trifluoro-meth-yl)pyridin-2-amine. Acta crystallographica. Section E, Structure reports online, 64(1).
DOI: 10.1107/s1600536807060205