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471070

Sigma-Aldrich

3,5-Bis(trifluoromethyl)phenylboronic acid

≥95%

Synonym(s):

3,5-Di(trifluoromethyl)benzeneboronic acid

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About This Item

Linear Formula:
(CF3)2C6H3B(OH)2
CAS Number:
73852-19-4
Molecular Weight:
257.93
Beilstein:
7379990
MDL number:
MFCD00051850
UNSPSC Code:
12352103
PubChem Substance ID:
24870695
NACRES:
NA.22

Assay

≥95%

form

powder

mp

217-220 °C (lit.)

SMILES string

OB(O)c1cc(cc(c1)C(F)(F)F)C(F)(F)F

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

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Application

Reactant involved in the synthesis of:
  • Methylene-arylbutenones via carbonylative arylation of allenols
  • 4-aminoquinoline analogs via Ullman / Suzuki / Negishi coupling
  • Primary amino acid derivatives with anticonvulsant activity
  • Alkyl arylcarbamates via Cu-catalyzed coupling with potassium cyanate
  • Aryl-substituted succinimides and cyclic ketones by asymmetric conjugate addition
  • Axially chiral dicarboxylic acids for asymmetric Mannich-type reactions

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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Sigma-Aldrich

741809

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F Adebodun et al.
Journal of cellular biochemistry, 40(2), 249-260 (1989-06-01)
31P Nuclear Magnetic Resonance (NMR) studies were performed on mono- and diisopropylphosphoryl derivatives of alpha-chymotrypsin, trypsin, and subtilisin. Questions addressed included the pKa of the active center Asp...His...Ser triad in both species. While the pKa in the diisopropylphosphoryl derivatives is

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