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3-Chloro-5-(trifluoromethyl)pyridine
[CAS# 85148-26-1]

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Identification
ClassificationPharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound >> Methylpyridine
Name3-Chloro-5-(trifluoromethyl)pyridine
Synonyms3-Trifluoromethyl-5-chloropyridine
Molecular StructureCAS # 85148-26-1, 3-Chloro-5-(trifluoromethyl)pyridine
Molecular FormulaC6H3ClF3N
Molecular Weight181.54
CAS Registry Number85148-26-1
EC Number678-782-3
SMILESC1=C(C=NC=C1Cl)C(F)(F)F
Properties
Melting point23-27 °C
Boiling point133-138 °C
Flash point54 °C
Safety Data
Hazard Symbolssymbol symbol   GHS06;GHS07 Danger  Details
Risk StatementsH301-H315-H319-H335  Details
Safety StatementsP261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P362+P364-P403+P233-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.3H301
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Specific target organ toxicity - single exposureSTOT SE3H335
Flammable liquidsFlam. Liq.3H226
Eye irritationEye Irrit.2AH319
SDSAvailable
up Discovery and Applications
3-Chloro-5-(trifluoromethyl)pyridine is a noteworthy chemical compound that has found extensive use in various scientific and industrial applications. The discovery and subsequent utilization of this compound have significantly impacted fields such as pharmaceuticals, agrochemicals, and materials science.

3-Chloro-5-(trifluoromethyl)pyridine is a halogenated pyridine derivative. Its structure features a pyridine ring with a chlorine atom at the third position and a trifluoromethyl group at the fifth position. This unique arrangement of functional groups imparts distinct chemical properties to the compound, making it a valuable intermediate in organic synthesis.

The synthesis of 3-Chloro-5-(trifluoromethyl)pyridine typically involves halogenation and trifluoromethylation reactions. Advances in synthetic methodologies have enhanced the efficiency and yield of these processes, making the compound more accessible for research and industrial use.

In the pharmaceutical industry, 3-Chloro-5-(trifluoromethyl)pyridine is widely used as a building block for the synthesis of various bioactive molecules. Its structure allows for the introduction of other functional groups, facilitating the creation of complex molecules with potential therapeutic effects. Researchers have utilized this compound in the development of drugs targeting a range of conditions, from infectious diseases to cancer. The presence of the trifluoromethyl group often enhances the efficacy and pharmacokinetic properties of these drugs, making them more effective and easier to administer.

In agrochemicals, 3-Chloro-5-(trifluoromethyl)pyridine plays a crucial role in the synthesis of herbicides, fungicides, and insecticides. Its ability to act as a precursor in the creation of active ingredients helps in producing compounds that are more effective and selective against pests and diseases. The compound’s chemical stability and ability to enhance the bioactivity of agrochemicals contribute to improved crop protection and yield. This makes it an invaluable tool for farmers seeking to protect their crops from various threats.

Moreover, 3-Chloro-5-(trifluoromethyl)pyridine is also utilized in materials science. Its incorporation into polymers and other materials can impart desirable properties such as increased thermal stability, chemical resistance, and hydrophobicity. These characteristics are valuable in the development of advanced materials for various industrial applications, including coatings, electronics, and specialty chemicals. The compound’s versatility in enhancing material properties underscores its importance in modern manufacturing and technology.

The environmental impact and safety of 3-Chloro-5-(trifluoromethyl)pyridine are also significant considerations. Proper handling and application guidelines are essential to minimize any potential risks associated with its use. Research into safer and more sustainable synthesis methods continues to be an area of active investigation, aiming to balance the compound’s benefits with environmental stewardship.

References

2022. Couplings with (Het)aryl Chlorides. Science of Synthesis.
URL: https://science-of-synthesis.thieme.com/app/text/?id=SD-238-00007
Market Analysis Reports
List of Reports Available for 3-Chloro-5-(trifluoromethyl)pyridine
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