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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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4-(Diethylamino)phenylboronic acid 95.0%

Sigma-Aldrich

741809

4-(Diethylamino)phenylboronic acid

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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