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4-(Trifluoromethyl)cinnamic acid

CAS No.:16642-92-5
Product Grade: Industrial Grade
Purity / Assay: ≥98.0%
Molecular Formula:C₁₀H₇F₃O₂
Molecular Weight:216.16 g/mol
Synonym(s):p-(Trifluoromethyl)cinnamic acid; (2E)-3-[4-(trifluoromethyl)phenyl]prop-2-enoic acid; 2-PROPENOIC ACID, 3-[4-(TRIFLUOROMETHYL)PHENYL]-, (2E)-; 2-Propenoic acid, 3-[4-(trifluoromethyl)phenyl]-

4-(Trifluoromethyl)cinnamic acid, identified by CAS number 16642-92-5, is a versatile organic building block characterized by the presence of a strong electron-withdrawing trifluoromethyl group at the para position of the phenyl ring. This structural feature significantly influences the compound’s reactivity and physicochemical properties, making it a valuable intermediate in various synthetic pathways. It typically appears as a white to off-white crystalline solid, exhibiting stability under standard laboratory conditions while requiring standard precautions for handling organic acids.

In industrial and research settings, this compound serves as a critical precursor for the development of fluorinated derivatives. The trifluoromethyl moiety is particularly prized for its ability to enhance metabolic stability and lipophilicity in bioactive molecules. Consequently, 4-(Trifluoromethyl)cinnamic acid is widely utilized in the synthesis of pharmaceuticals, agrochemicals, and functional materials where precise electronic tuning is required.

• The compound serves as a fundamental intermediate in medicinal chemistry for the synthesis of fluorinated drug candidates. The incorporation of the trifluoromethyl group often improves the pharmacokinetic profile of the resulting molecules, enhancing their metabolic resistance and membrane permeability, which is essential for developing effective therapeutic agents.

• In the agrochemical sector, 4-(Trifluoromethyl)cinnamic acid is employed in the production of advanced herbicides and fungicides. The electron-withdrawing nature of the trifluoromethyl substituent can significantly alter the biological activity and environmental degradation rates of these compounds, allowing for the creation of more potent and targeted crop protection solutions.

• This chemical is also utilized in materials science for the development of liquid crystals and specialized polymers. Its rigid structure and specific electronic properties contribute to the design of materials with unique optical and thermal characteristics, making it a key component in the fabrication of high-performance electronic displays and specialty coatings.

• It acts as a versatile reagent in various organic transformations, including Heck reactions, esterifications, and amide couplings. Researchers leverage its reactivity to construct complex molecular architectures, facilitating the exploration of new chemical space and the synthesis of diverse heterocyclic frameworks used in academic and industrial research.

25kg/bag, 25kg/drum, 200kg/drum
CAS No.: 16642-92-5

Product Name: 4-(Trifluoromethyl)cinnamic acid

Purity / Assay:≥98.0%
Molecular Formula:C₁₀H₇F₃O₂
Molecular Weight:216.16 g/mol
EINECS No.:218-169-6
Synonym(s):p-(Trifluoromethyl)cinnamic acid; (2E)-3-[4-(trifluoromethyl)phenyl]prop-2-enoic acid; 2-PROPENOIC ACID, 3-[4-(TRIFLUOROMETHYL)PHENYL]-, (2E)-; 2-Propenoic acid, 3-[4-(trifluoromethyl)phenyl]-

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