CAS 153254-09-2 2,4-Bis(trifluoromethyl)phenylboronic Acid (contains varying amounts of Anhydride)

Synonyms

BBL103050; CTK0H4593; QC-4547; AB09366; 254B092; DTXSID20382198; AK-33431; B-3039; 2,4-Bis(trifluoromethyl)benzeneboronic Acid; 2,4-bistrifluoromethylbenzeneboronic acid;

IUPAC Name

[2,4-bis(trifluoromethyl)phenyl]boronic acid;

Molecular Weight

257.926g/mol

Molecular Formula

C8H5BF6O2;

Canonical SMILES

B(C1=C(C=C(C=C1)C(F)(F)F)C(F)(F)F)(O)O;

InChI

InChI=1S/C8H5BF6O2/c10-7(11,12)4-1-2-6(9(16)17)5(3-4)8(13,14)15/h1-3,16-17H;

InChI Key

WLYPBMBWKYALCG-UHFFFAOYSA-N;

Complexity

264

Covalently-Bonded Unit Count

EC Number

604-892-8

Exact Mass

258.029g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

258.029g/mol

Rotatable Bond Count

Topological Polar Surface Area

40.5A^2

Application

2,4-Bis(trifluoromethyl)phenylboronic acid, which may contain varying amounts of anhydride, serves a significant role as a white crystalline reactant utilized in the preparation of various pharmaceutical and chemical compounds. This includes its use in synthesizing pyrrolo[2,3-d]pyrimidin-4-ones, acting as corticotropin-releasing factor 1 receptor antagonists, and biaryl pyrazole carboxamides, which function as sodium channel blockers for neuropathic pain treatment. Additionally, it aids in producing biphenylketones, serving as dual modulators of inflammation and bone loss, and compounds like (biphenylyl)pyrazolecarboxamides that exhibit activity in blocking the voltage-gated sodium channel Nav1.7. It is also involved in developing N-hydroxyalkyl biphenylsulfonamides, which inhibit bone resorption, as well as 1,3,6,8a-tetraazaacenaphthylene derivatives for exploring their corticotropin-releasing factor-1 antagonist properties. Lastly, this compound is crucial in creating blue luminescent iridium phenylpyridine complexes.

March 17, 2025

Highly Effective Reagent for Complex Organic Synthesis

I've used Alfa Chemistry's 2,4-Bis(trifluoromethyl)phenylboronic Acid in synthesizing biaryl pyrazole carboxamides for neuropathic pain research. This white crystalline compound proved essential and reliable throughout our experiments, yielding excellent results.