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Documentos Principais

439320

Sigma-Aldrich

4-(Trifluoromethyl)phenylboronic acid

≥95.0%

Sinônimo(s):

α,α,α-Trifluoro-p-tolylboronic acid, 4-(Trifluoromethyl)benzeneboronic acid, [p-(Trifluoromethyl)phenyl]boronic acid

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About This Item

Fórmula linear:
CF3C6H4B(OH)2
Número CAS:
Peso molecular:
189.93
Beilstein:
3544189
Número MDL:
Código UNSPSC:
12352103
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

≥95.0%

pf

245-250 °C (lit.)

grupo funcional

fluoro

cadeia de caracteres SMILES

OB(O)c1ccc(cc1)C(F)(F)F

InChI

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

chave InChI

ALMFIOZYDASRRC-UHFFFAOYSA-N

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Aplicação

4-(Trifluoromethyl)phenylboronic acid can be used as a reactant in:
  • Site-selective Suzuki-Miyaura cross-coupling reactions.
  • Palladium-catalyzed direct arylation reactions.
  • Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence.
  • Ruthenium catalyzed direct arylation.
  • Ligand-free copper-catalyzed coupling reactions.
  • Amination and conjugate addition reactions.
  • Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions.
  • Rhodium-catalyzed asymmetric 1,4-addition reactions.
  • Copper-catalyzed nitration reactions.
  • Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation.
  • Palladium catalyzed allylation reaction with allyl alcohols.
  • N-Arylation of imidazoles and amines in the presence of copper-exchanged fluorapatite as a catalyst.

It can also be used as a reactant to prepare:
  • Thiazole derivatives for printable electronics.
  • Terphenyl benzimidazoles as tubulin polymerization inhibitors.
  • Aryl ketones by cross-coupling reaction with acid chlorides.

Outras notas

Contains varying amounts of anhydride

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Declarações de precaução

Classificações de perigo

Acute Tox. 4 Oral

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Global Trade Item Number

SKUGTIN
439320-1G4061832246031
439320-5G4061832246048

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