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417130

Sigma-Aldrich

Benzene-1,4-diboronic acid

≥95.0%

Sinónimos:

p-Phenylenediboronic acid, 1,4-Phenylenebisboronic acid, 1,4-Phenylenediboronic acid, p-Benzenediboronic acid, Benzene-1,4-diboronic acid, NSC 25410

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About This Item

Fórmula lineal:
C6H4[B(OH)2]2
Número de CAS:
4612-26-4
Peso molecular:
165.75
Beilstein:
2836921
Número MDL:
MFCD00236018
Código UNSPSC:
12352103
ID de la sustancia en PubChem:
24866124
NACRES:
NA.22

Ensayo

≥95.0%

Formulario

powder

mp

>350 °C (lit.)

cadena SMILES

OB(O)c1ccc(cc1)B(O)O

InChI

1S/C6H8B2O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4,9-12H

Clave InChI

BODYVHJTUHHINQ-UHFFFAOYSA-N

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Categorías relacionadas

Aplicación

Reagent used for
  • Externally initiated Kumada catalyst-transfer polycondensation
  • Suzuki-Miyaura cross-coupling reactions
  • Energy transfer processes in optoelectronic devices
  • Palladium-catalyzed sequential alkenylation and conjugate addition reactions
  • Scholl cyclizations

Reagent used in Preparation of
  • Crosslinkers and cross-linked core-shell nanoparticles by RAFT polymerization and palladium-catalyzed Suzuki coupling reaction
  • Fluorescence and solution-processable coordination polymers
  • Cyclotricatechylene based porous crystalline material for gas storage
  • Indolizine derivatives as OLEDs
  • Helically p-stacked thiophene-based copolymers with circularly polarized fluorescence
  • Novel organic semiconductors and applications in organic thin-film transistors
  • Highly twisted polycyclic aromatic hydrocarbons with unexptected reactivity

Otras notas

Contains varying amounts of anhydride

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H302

Clasificaciones de peligro

Acute Tox. 4 Oral

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
WXBF3897V
WXBF2725V
WXBD7996V
MKCN4358
WXBD2749V

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Sigma-Aldrich

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Multifunctional electron-transporting indolizine derivatives for highly efficient blue fluorescence, orange phosphorescence host and two-color based white OLEDs
Wan, J.; et al.
Journal of Materials Chemistry, 22, 4502-4510 (2012)
Anirban Pradhan et al.
Angewandte Chemie (International ed. in English), 50(52), 12582-12585 (2011-11-08)
Let's twist! The Scholl reaction with quinquephenyl derivatives has been shown to have an unexpectedly strong preference for forming twisted, helicene aromatic polycycles, instead of their flat counterparts. This tendency is so strong that it will overcome even severe steric
Nikka Turangan et al.
Nanotechnology, 32(7), 075604-075604 (2020-09-17)
Rigid, freestanding covalent organic framework (COF-1) membranes have been synthesized from 1,4-benzenediboronic acid (BDBA) precursors using two different approaches: room temperature solvent-vapour annealing (SVA) and solvothermal annealing (SA). Characterization of films using Fourier-transform infrared (FTIR) spectroscopy, x-ray diffraction (XRD), and
Pd-catalyzed sequential C-C and C-N bond formations for the synthesis of N-heterocycles: exploiting protecting group-directed C-H activation under modified reaction conditions.
Byung Seok Kim et al.
Chemistry, an Asian journal, 6(8), 1952-1957 (2011-03-18)
Cyclotricatechylene based porous crystalline material: Synthesis and applications in gas storage
Yu, J-T.; et al.
Journal of Materials Chemistry, 22, 5369-5373 (2012)
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