2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid FAQs
2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid FAQs
2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid is a fluorinated, halogenated pyridine carboxylic acid that serves as a versatile building block in the synthesis of agrochemical and pharmaceutical compounds.
- CAS Number
- Refer to product page for confirmed CAS (review required)
- Molecular Formula
- C7H3ClF3NO2
- Molecular Weight
- 225.55 g/mol (review required)
- Key Functional Groups
- Carboxylic acid, chloro, trifluoromethyl, pyridine ring
- Primary Applications
- Agrochemical and pharmaceutical intermediate; heterocyclic synthesis
- Storage Recommendation
- Store in a cool, dry, well-ventilated area away from incompatible materials; refer to SDS for details
What Is 2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic Acid?
2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid (Aladdin SKU: C169239) is a halogenated, fluorinated pyridine derivative bearing three distinct reactive or electron-withdrawing substituents: a chloro group at the 2-position, a trifluoromethyl (–CF3) group at the 6-position, and a carboxylic acid (–COOH) at the 3-position of the pyridine ring.
The trifluoromethyl group is a well-recognised pharmacophore that increases lipophilicity, metabolic stability, and membrane permeability of drug candidates. The chloro substituent provides a handle for further cross-coupling or nucleophilic aromatic substitution reactions. Together, these features make this compound a highly attractive scaffold for medicinal chemists and process chemists designing bioactive molecules.
Physical and Chemical Properties
This compound is a solid aromatic carboxylic acid. The pyridine ring, combined with two strong electron-withdrawing groups (–Cl and –CF3), renders the ring highly electron-deficient, which facilitates nucleophilic aromatic substitution at the chloro-bearing carbon. The carboxylic acid group can participate in esterification, amide coupling (e.g., using EDC/HOBt or HATU), and decarboxylative transformations.
The –CF3 group is chemically inert under most standard synthetic conditions, conferring stability to the molecule while enhancing the lipophilicity and binding properties of derivatives. Molecular formula: C7H3ClF3NO2; approximate molecular weight: 225.55 g/mol (verify against product specification sheet).
Handling, Safety, and Storage
As with all halogenated aromatic acids, appropriate laboratory safety precautions must be observed. Personnel should wear appropriate personal protective equipment (PPE) including chemical-resistant gloves, safety goggles, and a lab coat. Operations generating dust or aerosols should be performed in a fume hood.
The compound should be stored in a tightly sealed container in a cool, dry, well-ventilated location, away from strong bases, oxidising agents, and moisture. Always consult the Safety Data Sheet (SDS) supplied with the product for the most current and complete hazard, handling, first-aid, and disposal information. Waste disposal must comply with all applicable local, regional, and national regulations.
Research and Synthetic Applications
2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid finds utility as an intermediate in the preparation of agrochemicals (such as herbicides and insecticides) and pharmaceuticals where fluorinated pyridine motifs are desired for improved potency and selectivity. The carboxylic acid moiety enables straightforward conversion to esters, amides, acyl chlorides, and other activated electrophiles that are commonly used in medicinal chemistry SAR campaigns.
The 2-chloro substituent may be displaced by amines, alkoxides, and other nucleophiles under mild conditions (SNAr) owing to the electron-deficient nature of the ring. Transition-metal-catalysed cross-coupling reactions (e.g., Suzuki–Miyaura, Buchwald–Hartwig) can also be employed to introduce aryl, heteroaryl, or amino groups at the 2-position, significantly expanding the accessible chemical space from this single building block.
Ordering and Product Specifications
2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid is available from Aladdin Scientific under SKU C169239. For current pricing, available pack sizes, purity specifications, certificates of analysis (CoA), and SDS documents, please visit the product page on the Aladdin Scientific website or contact our technical sales team.
Bulk quantities and custom packaging may be available upon request. For questions about order status, shipping, returns, or account management, please refer to the Help and Customer Service section of the Aladdin Scientific website.
Frequently asked questions
What is the molecular formula and molecular weight of 2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid?
The molecular formula is C7H3ClF3NO2 and the approximate molecular weight is 225.55 g/mol. Always verify these values against the Certificate of Analysis (CoA) provided with your specific lot.
What are the main synthetic applications of this compound?
This compound is primarily used as a building block in pharmaceutical and agrochemical synthesis. The carboxylic acid group is readily converted to amides, esters, or acyl chlorides, while the 2-chloro substituent can undergo nucleophilic aromatic substitution (SNAr) or transition-metal-catalysed cross-coupling reactions to install diverse functional groups on the pyridine ring.
Why is the trifluoromethyl group important in drug discovery?
The trifluoromethyl (–CF3) group is a widely used pharmacophore in medicinal chemistry because it simultaneously enhances metabolic stability, increases lipophilicity (aiding membrane permeability), and can improve binding affinity to biological targets through unique electronic and steric effects. These properties often translate to improved oral bioavailability and in vivo potency of drug candidates.
How should I store 2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid?
Store the compound in a tightly sealed container in a cool, dry, and well-ventilated area, away from strong bases, oxidising agents, and moisture. Refer to the Safety Data Sheet (SDS) supplied with the product for full storage, handling, and disposal guidance.
How can I order this compound and what pack sizes are available?
2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid is listed under SKU C169239 on the Aladdin Scientific website. Please visit the product page for current pricing, available pack sizes, and purity details, or contact Aladdin Scientific customer service for bulk or custom packaging enquiries.
References
- Meanwell, N. A. Fluorine and Fluorinated Motifs in the Design and Application of Bioisosteres for Drug Design. Journal of Medicinal Chemistry. (General reference on CF3 in drug design; specific volume/page/year to be verified.)
- Aladdin Scientific product page for C169239: 2-Chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid. (For confirmed CAS, MW, purity, and SDS; retrieve from official product page.)
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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