Description

3,5-Bis-trifluoromethylphenylboronic acid (CAS No. 73852-19-4) is a high-purity boronic acid derivative with the molecular formula C₈H₅BF₆O₂. This compound, also known by its IUPAC name [3,5-bis(trifluoromethyl)phenyl]boronic acid, features two electron-withdrawing trifluoromethyl groups at the 3- and 5-positions of the phenyl ring, enhancing its reactivity in cross-coupling reactions. It is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura couplings, where it serves as an efficient boron-based coupling partner for aryl halides. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistent performance in research and industrial applications. Ideal for pharmaceutical intermediates, material science, and agrochemical research, this boronic acid derivative is packaged under inert conditions to guarantee stability and longevity.

Properties

• CAS Number: 73852-19-4
• Complexity: 242
• IUPAC Name: [3,5-bis(trifluoromethyl)phenyl]boronic acid
• InChI: InChI=1S/C8H5BF6O2/c10-7(11,12)4-1-5(8(13,14)15)3-6(2-4)9(16)17/h1-3,16-17H
• InChI Key: BPTABBGLHGBJQR-UHFFFAOYSA-N
• Exact Mass: 258.0286785
• Molecular Formula: C8H5BF6O2
• Molecular Weight: 257.93
• SMILES: B(C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F)(O)O
• Topological: 40.5
• Monoisotopic Mass: 258.0286785
• Synonyms: 73852-19-4, (3,5-Bis(trifluoromethyl)phenyl)boronic acid, Btfpba, [3,5-bis(trifluoromethyl)phenyl]boronic acid, 3,5-Bis-trifluoromethylphenylboronic acid, DTXSID00224421, Boronic acid, [3,5-bis(trifluoromethyl)phenyl]-, Boronic acid, (3,5-bis(trifluoromethyl)phenyl)-, DTXCID00146912, 3,5-Bis(trifluoromethyl)phenylboronic acid, 3,5-Bis(trifluoromethyl)benzeneboronic Acid, MFCD00051850, 3,5-DI(TRIFLUOROMETHYL)BENZENEBORONIC ACID, 3,5-Bis(trifluoromethyl)phenylboronicacid, [3,5-Bis(Trifluoromethyl)Phenyl]Boranediol, SCHEMBL126169, CHEMBL280087, SBB071054, AKOS000285053, AB02148, AC-5383, CS-W007417, GS-6892, 3,5-bis(trifluormethyl)phenylboronic acid, 3,5-bis(trifluromethyl)phenylboronic acid, SY014949, 3,5-bis-trifluoromethyl-phenylboronic acid, 3,5-bis(trifluoromethyl) phenylboronic acid, 3,5-bis(trifluoromethyl)phenyl boronic acid, 3,5-bis-(trifluoromethyl)phenylboronic acid, 3,5-bis-trifluoromethyl-phenyl boronic acid, 3,5-di(trifluoromethyl)-phenylboronic acid, DB-010513, (3,5-Bis(trifluoromethyl)phenyl)boronicacid, 3,5-bis(trifluoromethyl)benzene boronic acid, B1886, 3,5-bis (trifluoromethyl) phenylboronic acid, 3,5-bis (trifluoromethyl)phenyl boronic acid, 3,5-bis-(trifluoromethyl)phenyl boronic acid, EN300-3230935, 3,5-BIS(TRIFLUOROMETHYL)PHENYLBOROIC ACID, 3,5-DI(TRIFLUOROMETHYL)PHENYLBORONIC ACID, 3,5-BIS(TRIFLUOROMETHYL)-PHENYLBORONIC ACID, 3,5-Bis(trifluoromethyl)phenylboronic acid(contains varying amounts of Anhydride)

Application

3,5-Bis-trifluoromethylphenylboronic acid is widely used as a key reagent in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl compounds with trifluoromethyl substituents. Its electron-deficient aromatic ring makes it particularly useful in constructing complex molecules for pharmaceuticals and agrochemicals. Researchers also employ it in the development of advanced materials, such as liquid crystals and organic electronic components, due to its unique electronic properties.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (90.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (90.9%)

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