439320

4-(Trifluoromethyl)phenylboronic acid

≥95.0%

• Synonym(s): α,α,α-Trifluoro-p-tolylboronic acid, 4-(Trifluoromethyl)benzeneboronic acid, [p-(Trifluoromethyl)phenyl]boronic acid
• Linear Formula: CF₃C₆H₄B(OH)₂
• CAS Number: 128796-39-4
• Molecular Weight: 189.93
• Beilstein: 3544189
• MDL number: MFCD00151855
• UNSPSC Code: 12352103
• PubChem Substance ID: 24867498
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥95.0%
• mp: 245-250 °C (lit.)
• SMILES string: OB(O)c1ccc(cc1)C(F)(F)F
• InChI: 1S/C7H6BF3O2/c9-7(10,11)5-1-3-6(4-2-5)8(12)13/h1-4,12-13H
• InChI key: ALMFIOZYDASRRC-UHFFFAOYSA-N

Description

Application

4-(Trifluoromethyl)phenylboronic acid can be used as a reactant in:

• Site-selective Suzuki-Miyaura cross-coupling reactions.
• Palladium-catalyzed direct arylation reactions.
• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence.
• Ruthenium catalyzed direct arylation.
• Ligand-free copper-catalyzed coupling reactions.
• Amination and conjugate addition reactions.
• Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions.
• Rhodium-catalyzed asymmetric 1,4-addition reactions.
• Copper-catalyzed nitration reactions.
• Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation.
• Palladium catalyzed allylation reaction with allyl alcohols.
• N-Arylation of imidazoles and amines in the presence of copper-exchanged fluorapatite as a catalyst.

It can also be used as a reactant to prepare:

• Thiazole derivatives for printable electronics.
• Terphenyl benzimidazoles as tubulin polymerization inhibitors.
• Aryl ketones by cross-coupling reaction with acid chlorides.

Other Notes

Contains varying amounts of anhydride

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves