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Merck

417130

Benzene-1,4-diboronic acid

≥95.0%

Synonym(s):

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

Linear Formula:
C6H4[B(OH)2]2
CAS Number:
Molecular Weight:
165.75
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2836921
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InChI

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

SMILES string

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

InChI key

BODYVHJTUHHINQ-UHFFFAOYSA-N

assay

≥95.0%

form

powder

mp

>350 °C (lit.)

Quality Level

Application

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

Other Notes

Contains varying amounts of anhydride

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Energy transfer from fluorene-based conjugated polyelectrolytes to on-chain and self-assembled porphyrin units
Marques, A. T.; et al.
Journal of Polymer Science, 50, 1408-1417 (2012)
Constructing Regioregular Star Poly(3-hexylthiophene) via Externally Initiated Kumada Catalyst-Transfer Polycondensation
Yuan, M.; et al.
ACS Macro Letters, 1, 392-395 (2012)
Helically p-Stacked Thiophene-Based Copolymers with Circularly Polarized Fluorescence: High Dissymmetry Factors Enhanced by Self-Ordering in Chiral Nematic Liquid Crystal Phase
Watanabe, K.; et al.
Chemistry of Materials, 24, 1011-1024 (2012)
Cross-Linked Core-Shell Nanoparticles Based on Amphiphilic Block Copolymers by RAFT Polymerization and Palladium-Catalyzed Suzuki Coupling Reaction
Nakabayashi, K.; Oya, H.; Mori, H.
Macromolecules, 45, 3197-3204 (2012)
Synthesis and Characterization of Novel Semiconductors Based on Thieno[3,2-b][1]benzothiophene Cores and Their Applications in the Organic Thin-Film Transistors
Chen, H.; et al.
The Journal of Physical Chemistry C, 115, 23984-23991 (2011)

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