4-(Trifluoromethyl)phenylboronic Acid

For research use only. Not for therapeutic Use.

  • CAT Number: R026310
  • CAS Number: 128796-39-4
  • Molecular Formula: C7H6BF3O2
  • Molecular Weight: 189.93
  • Purity: ≥95%
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4-(Trifluoromethyl)phenylboronic acid (Cat No.: R026310) is an arylboronic acid featuring a trifluoromethyl group at the para position of the phenyl ring. Widely used in Suzuki–Miyaura cross-coupling reactions, it serves as a valuable building block for constructing biaryl compounds, agrochemicals, and pharmaceuticals. The trifluoromethyl group enhances the molecule’s lipophilicity, metabolic stability, and bioactivity, making it particularly attractive for medicinal chemistry. Its reactivity and electron-withdrawing character also influence reaction selectivity, aiding in the development of fluorinated compounds with diverse functional applications.


CAS Number 128796-39-4
Synonyms

[4-(Trifluoromethyl)phenyl]boronic Acid; 4-(Trifluoromethyl)benzeneboronic Acid; [p-(Trifluoromethyl)phenyl]boronic Acid; α,α,α-Trifluoro-p-tolylboronic Acid

Molecular Formula C7H6BF3O2
Purity ≥95%
Storage Store at RT
IUPAC Name [4-(trifluoromethyl)phenyl]boronic acid
InChI InChI=1S/C7H6BF3O2/c9-7(10,11)5-1-3-6(4-2-5)8(12)13/h1-4,12-13H
InChIKey ALMFIOZYDASRRC-UHFFFAOYSA-N
SMILES B(C1=CC=C(C=C1)C(F)(F)F)(O)O
Reference

</br>1: Cao KS, Bian HX, Zheng WH. Mild arylboronic acid catalyzed selective [4 + 3] cycloadditions: access to cyclohepta[b]benzofurans and cyclohepta[b]indoles. Org Biomol Chem. 2015 Jun 21;13(23):6449-52. doi: 10.1039/c5ob00653h. Epub 2015 May 14. PubMed PMID: 25971529.</br>2: Christinat N, Scopelliti R, Severin K. Boron-based rotaxanes by multicomponent self-assembly. Chem Commun (Camb). 2008 Aug 21;(31):3660-2. doi: 10.1039/b805437a. Epub 2008 Jun 11. PubMed PMID: 18665291.</br>3: Maki T, Ishihara K, Yamamoto H. 4,5,6,7-Tetrachlorobenzo[d][1,3,2]dioxaborol- 2-ol as an effective catalyst for the amide condensation of sterically demanding carboxylic acids. Org Lett. 2006 Mar 30;8(7):1431-4. PubMed PMID: 16562909.</br>4: Westmark PR, Smith BD. Boronic acids facilitate the transport of ribonucleosides through lipid bilayers. J Pharm Sci. 1996 Mar;85(3):266-9. PubMed PMID: 8699326.</br>5: Jordan F, Polgar L, Tous G. Proton magnetic resonance studies of the states of ionization of histidines in native and modified subtilisins. Biochemistry. 1985 Dec 17;24(26):7711-7. PubMed PMID: 3912007.</br>6: Poole CF, Johansson L, Vessman J. Formation of electron-capturing derivatives of alprenolol by transboronation: application to the determination of alprenolol in plasma. J Chromatogr. 1980 Jun 27;194(3):365-77. PubMed PMID: 7391216. </br> </br>

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