3-(2-Fluoro-4-(trifluoromethyl)phenyl)acrylic Acid: Lab Guide
3-(2-Fluoro-4-(trifluoromethyl)phenyl)acrylic Acid: Lab Guide
3-(2-Fluoro-4-(trifluoromethyl)phenyl)acrylic acid is a fluorinated aromatic acrylic acid building block widely employed in medicinal chemistry and materials science as a versatile intermediate for the synthesis of fluorine-containing pharmaceuticals, agrochemicals, and specialty polymers.
- Product Name
- 3-(2-Fluoro-4-(trifluoromethyl)phenyl)acrylic acid
- SKU
- P709791
- Molecular Formula
- C10H6F4O2
- Functional Class
- Fluorinated aromatic acrylic acid; pharmaceutical/agrochemical building block
- Typical Storage Condition
- Store in a cool, dry, well-ventilated location away from light and moisture; sealed container recommended
- Handling Precaution
- Use appropriate PPE (gloves, safety glasses, lab coat); work in a fume hood due to fluorinated compound volatility
Chemical Identity and Structure
3-(2-Fluoro-4-(trifluoromethyl)phenyl)acrylic acid (SKU P709791) is a member of the fluorinated cinnamic acid family. Its structure consists of a trans-acrylic acid side chain conjugated to a phenyl ring bearing an ortho-fluoro substituent and a para-trifluoromethyl group. This combination of electron-withdrawing fluorine atoms profoundly influences the compound's electronic character, lipophilicity (logP), and metabolic stability compared to non-fluorinated analogues. The molecular formula is C10H6F4O2, and the compound possesses a carboxylic acid functional group amenable to a wide range of synthetic transformations including esterification, amide coupling, and decarboxylation.
Applications in Research and Synthesis
This compound serves as a key building block in several research domains:
- Medicinal Chemistry: Fluorinated arylacrylic acids are established pharmacophoric fragments used to modulate receptor binding affinity, improve membrane permeability, and enhance metabolic resistance in drug candidates. The ortho-fluoro and para-trifluoromethyl substitution pattern is frequently encountered in CNS-active compounds and enzyme inhibitors.
- Agrochemical Synthesis: Fluorine-containing aromatic acids serve as intermediates in the preparation of modern herbicides, fungicides, and insecticides with improved bioavailability and environmental profiles.
- Materials Science: The acrylic acid moiety allows incorporation into polymer backbones via free-radical or controlled polymerization, imparting fluorine-derived surface properties such as low surface energy and chemical resistance.
- Suzuki and Cross-Coupling Precursors: The carboxylic acid can be converted to the corresponding acyl halide or boronate ester for use in palladium-catalyzed cross-coupling reactions.
Researchers should verify specific reaction conditions and yields in primary literature before scaling up.
Handling, Storage, and Safety Guidelines
Personal Protective Equipment (PPE): Always wear chemical-resistant gloves, safety glasses or goggles, and a laboratory coat when handling this compound. A dust/mist respirator may be required if powder aerosols are generated.
Engineering Controls: Conduct all weighing and transfers in a chemical fume hood to minimize inhalation exposure to fine particles or vapors. Fluorinated organic acids can be irritating to the respiratory tract, skin, and eyes.
Storage: Store the sealed container in a cool (2–25 °C recommended), dry location, protected from light and moisture. Keep away from strong bases, oxidizers, and reactive metals. Confirm exact storage requirements on the product-specific Certificate of Analysis (CoA).
Disposal: Dispose of waste material in accordance with local, regional, and national regulations for fluorinated organic compounds. Do not pour into drains or waterways.
First Aid: In case of skin or eye contact, flush immediately with copious water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air; consult a physician if symptoms persist.
Quality, Purity, and Ordering Information
Aladdin Scientific supplies 3-(2-Fluoro-4-(trifluoromethyl)phenyl)acrylic acid under SKU P709791. Each lot is accompanied by a Certificate of Analysis (CoA) confirming identity (typically by NMR and/or HPLC) and purity. Researchers are advised to:
- Request the CoA for the specific lot number received and verify purity meets the requirements of their application before use.
- Check the product page on the Aladdin Scientific website for current purity grade, pack sizes, and pricing.
- Contact Aladdin Scientific technical support for bulk quantities, custom grades, or application-specific questions.
For procurement teams, standard lead times and shipping conditions (ambient or cold-chain) should be confirmed at the time of order placement. Fluorinated compounds are typically stable under ambient shipping conditions when properly sealed, but cold-chain shipping may be recommended for extended transit times.
Frequently asked questions
What is the recommended storage temperature for 3-(2-Fluoro-4-(trifluoromethyl)phenyl)acrylic acid (P709791)?
General guidance for fluorinated aromatic acrylic acids is to store in a sealed container at 2–25 °C in a cool, dry, dark location. Always verify the exact storage condition stated on the product label and Certificate of Analysis supplied with your specific lot.
What solvents are suitable for dissolving 3-(2-Fluoro-4-(trifluoromethyl)phenyl)acrylic acid?
Fluorinated aromatic acrylic acids of this class are generally soluble in polar organic solvents such as dimethyl sulfoxide (DMSO), N,N-dimethylformamide (DMF), ethanol, and ethyl acetate. Solubility in aqueous buffers is limited at neutral pH but improves under basic conditions where the carboxylate anion is formed. Experimentally determine solubility in your specific system before use.
Can this compound be used directly in amide coupling reactions?
Yes, the free carboxylic acid in 3-(2-Fluoro-4-(trifluoromethyl)phenyl)acrylic acid can be activated using standard coupling reagents such as HATU, EDC/HOBt, or DCC/NHS to form amide bonds with primary or secondary amines. Standard anhydrous conditions and an inert atmosphere are recommended to maximize yield and minimize side reactions. Verify specific protocols in the primary literature for your target substrate.
How should I confirm the identity and purity of the received compound?
Aladdin Scientific provides a Certificate of Analysis (CoA) with each lot. Identity is typically confirmed by 1H NMR and/or mass spectrometry, while purity is assessed by HPLC. Cross-check the CoA data against published spectral data for the compound before committing to large-scale experiments.
References
- General reference: Fluorine in Medicinal Chemistry and Chemical Biology, ed. I. Ojima, Wiley-Blackwell, 2009. Provides foundational context for fluorinated building blocks in drug discovery.
- Müller K, Faeh C, Diederich F. Fluorine in pharmaceuticals: looking beyond intuition. Science. 2007;317(5846):1881-1886. doi:10.1126/science.1131943
- Aladdin Scientific Certificate of Analysis for P709791 (lot-specific document supplied with product shipment).
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
危险品化学品经营许可证(带存储)