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432032

Sigma-Aldrich

3-(Trifluoromethyl)phenylboronic acid

≥95%

Synonym(s):

3-(Trifluoromethyl)benzeneboronic acid, a,a,a-Trifluoro-m-tolueneboronic acid

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About This Item

Linear Formula:
CF3C6H4B(OH)2
CAS Number:
1423-26-3
Molecular Weight:
189.93
Beilstein:
6084746
MDL number:
MFCD00151854
UNSPSC Code:
12352103
PubChem Substance ID:
24867063
NACRES:
NA.06

Quality Level

100

Assay

≥95%

mp

163-166 °C (lit.)

SMILES string

OB(O)c1cccc(c1)C(F)(F)F

InChI

1S/C7H6BF3O2/c9-7(10,11)5-2-1-3-6(4-5)8(12)13/h1-4,12-13H

InChI key

WOAORAPRPVIATR-UHFFFAOYSA-N

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Application

Reactant involved in:
  • Suzuki-Miyaura cross-coupling reactions
  • Aerobic oxidative cross-coupling
  • Microwave-assisted Petasis reactions
  • Rhodium-catalyzed addition reactions
  • Syntehsis of biologically active molecules

Other Notes

Contains varying amounts of anhydride

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Anna Minkkilä et al.
Journal of medicinal chemistry, 51(22), 7057-7060 (2008-11-06)
A series of commercial phenyl-, heteroaryl-, alkyl-, and alkenylboronic acids were evaluated for their FAAH and MGL inhibitory activities. The compounds were generally selective for FAAH, with IC50 in the nanomolar or low-micromolar range. Eight of these compounds inhibited MGL
Gözde Murat Saltan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 188, 372-381 (2017-08-02)
In an approach to develop efficient organic optoelectronic devices to be used in light-driven systems, a series of three thiophene linked benzimidazole conjugates were synthesized and characterized. The combination of two thiophene rings to a benzimidazole core decorated with different
Mikhail Y Vorona et al.
Materials (Basel, Switzerland), 13(8) (2020-04-26)
Anthracene-based semiconductors have attracted great interest due to their molecular planarity, ambient and thermal stability, tunable frontier molecular orbitals and strong intermolecular interactions that can lead to good device field-effect transistor performance. In this study, we report the synthesis of

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