What Is 5-Chloro-1-Methyl-3-(Trifluoromethyl)-1H-Pyrazole-4-Carboxylic Acid?

5-Chloro-1-Methyl-3-(Trifluoromethyl)-1H-Pyrazole-4-Carboxylic Acid is a halogenated, fluorine-containing heterocyclic carboxylic acid belonging to the pyrazole class of compounds. Its structure features a five-membered pyrazole ring substituted with a methyl group on nitrogen-1, a trifluoromethyl group at position 3, a chloro substituent at position 5, and a carboxylic acid function at position 4.

The presence of the electron-withdrawing trifluoromethyl and chloro groups imparts distinctive physicochemical properties, including increased metabolic stability, enhanced lipophilicity, and altered acidity compared to non-fluorinated analogues. These attributes make it a valuable building block in medicinal chemistry and agrochemical synthesis, where pyrazole scaffolds are frequently encountered in active pharmaceutical ingredients and crop protection agents.

Chemical Properties and Handling Guidelines

As a carboxylic acid derivative, this compound can act as an acylating precursor in standard coupling reactions (e.g., amide bond formation using coupling reagents such as EDC, HATU, or via acid chloride intermediates). The trifluoromethyl group is chemically robust under most synthetic conditions, while the C–Cl bond at position 5 can participate in nucleophilic aromatic substitution or transition-metal-catalysed cross-coupling reactions under appropriate conditions.

Researchers should handle this reagent using standard laboratory precautions for organic carboxylic acids: wear appropriate personal protective equipment (gloves, safety glasses, lab coat), work in a well-ventilated fume hood, and avoid inhalation of dust or vapours. Specific hazard data (GHS classification, LD50 values, etc.) should be obtained from the Safety Data Sheet (SDS) available for SKU C1369322 on the Aladdin Scientific website.

Storage, Stability, and Purity

Pyrazole carboxylic acid derivatives are generally stable solid compounds when stored under appropriate conditions. It is recommended to keep 5-Chloro-1-Methyl-3-(Trifluoromethyl)-1H-Pyrazole-4-Carboxylic Acid in a tightly sealed container in a cool, dry, well-ventilated location, away from moisture, oxidising agents, and strong bases. Prolonged exposure to humidity may cause caking or hydrolytic degradation over time.

The purity grade and exact storage temperature for SKU C1369322 are specified on the product datasheet and certificate of analysis (CoA), which can be requested from Aladdin Scientific. Researchers requiring high-purity material for sensitive assays should review the CoA prior to use. If any discolouration or unusual appearance is observed upon receipt, contact Aladdin Scientific customer support for guidance.

Applications in Research and Synthesis

The pyrazole-4-carboxylic acid motif is a privileged scaffold in both pharmaceutical and agrochemical research. 5-Chloro-1-Methyl-3-(Trifluoromethyl)-1H-Pyrazole-4-Carboxylic Acid is primarily used as a synthetic intermediate to introduce the functionalised pyrazole fragment into target molecules. Common transformations include:

• Amide coupling: Reaction with amines using standard peptide coupling reagents to give pyrazole carboxamides, a structural feature found in several marketed fungicides and experimental drug candidates.
• Esterification: Conversion to methyl or ethyl esters for further derivatisation or as protecting group strategies.
• Nucleophilic substitution at C-5: The C–Cl bond at position 5 may be displaced by nitrogen, oxygen, or sulfur nucleophiles to generate diverse analogues for structure–activity relationship (SAR) studies.

Researchers in agrochemical discovery programmes often employ this building block to prepare analogues related to succinate dehydrogenase inhibitor (SDHI) fungicides, which commonly feature trifluoromethylpyrazole carboxamide cores. This application should be verified against current literature.

Ordering and Support Information

5-Chloro-1-Methyl-3-(Trifluoromethyl)-1H-Pyrazole-4-Carboxylic Acid is available from Aladdin Scientific under SKU C1369322. To place an order, visit the Aladdin Scientific website, search by SKU or product name, select your required quantity, and proceed through the standard checkout process. Bulk quantities and custom packaging may be available — contact the Aladdin Scientific sales team for pricing and lead-time information.

For technical questions about this product, including purity specifications, analytical data, or suitability for a specific application, please contact Aladdin Scientific technical support. Certificates of Analysis (CoA) and Safety Data Sheets (SDS) can be downloaded from the product page or requested via customer service.