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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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBB2003V
08405LH
13703PI
16126JN
14326CC

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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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