Description

trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid (CAS: 352525-91-8) is a high-purity boronic acid derivative extensively utilized in organic synthesis and pharmaceutical research. With the molecular formula C₉H₈BF₃O₂, this compound features a trans-configured vinylboronic acid moiety attached to a para-trifluoromethylphenyl group, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. Its trifluoromethyl group enhances electron-withdrawing properties, improving reactivity in aryl-aryl bond formations. This reagent is supplied as a white to off-white crystalline powder with a purity of ≥95%, ensuring optimal performance in synthetic applications. Ideal for researchers and scientists, it is packaged under inert conditions to maintain stability and shelf life.

Properties

• CAS Number: 352525-91-8
• Complexity: 220
• IUPAC Name: [(E)-2-[4-(trifluoromethyl)phenyl]vinyl]boronic acid
• InChI: InChI=1S/C9H8BF3O2/c11-9(12,13)8-3-1-7(2-4-8)5-6-10(14)15/h1-6,14-15H/b6-5+
• InChI Key: BBNQFBHQOPZKTI-AATRIKPKSA-N
• Exact Mass: 216.0569441
• Molecular Formula: C9H8BF3O2
• Molecular Weight: 215.97
• SMILES: B(/C=C/C1=CC=C(C=C1)C(F)(F)F)(O)O
• Topological: 40.5
• Monoisotopic Mass: 216.0569441
• Synonyms: 352525-91-8, trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid, (E)-(4-(Trifluoromethyl)styryl)boronic acid, (4-(Trifluoromethyl)styryl)boronic acid, TRANS-2-(4-(TRIFLUOROMETHYL)PHENYL)-, [(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]boronic acid, [(1E)-2-[4-(trifluoromethyl)phenyl]ethenyl]boronic acid, trans-2-(4-(trifluoromethyl)phenyl)vinylboronic acid, MFCD03427005, 4-(Trifluoromethyl)Styrylboronic Acid, Boronic acid, [(1E)-2-[4-(trifluoromethyl)phenyl]ethenyl]-, A|A aggregation-IN-1, SCHEMBL542320, CHEMBL2315705, 851660-03-2, ZB0293, AKOS015852855, HY-W117986, AS-62990, (E)-4-(trifluoromethyl)styrylboronic acid, (E)-(4-(Trifluoromethyl)styryl)boronicacid, CS-0175153, H12069, trans-2-(4-trifluoromethylphenyl)vinyl boronic acid, (E)-2-(4-(trifluoromethyl)phenyl)-vinylboronic acid, trans-2-(4-trifluoromethylphenyl)-vinyl-boronic acid, trans-2[4-(trifluoromethyl)-phenyl]vinyl boronic acid, trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid, >=95%

This compound is widely used as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and advanced materials via Suzuki-Miyaura cross-coupling reactions. Its trifluoromethyl group enhances metabolic stability in drug candidates, making it valuable in medicinal chemistry. Researchers also employ it in the development of fluorinated liquid crystals and OLED materials. Suitable for both academic and industrial R&D, it is compatible with a range of catalysts and solvents.

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