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Merck
CN

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:
4612-26-4
Molecular Weight:
165.75
Beilstein:
2836921
MDL number:
MFCD00236018
UNSPSC Code:
12352103
PubChem Substance ID:
24866124
NACRES:
NA.22

Key Documents

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Quality Level

100

Assay

≥95.0%

form

powder

mp

>350 °C (lit.)

SMILES string

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

InChI key

BODYVHJTUHHINQ-UHFFFAOYSA-N

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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
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5823V
WXBF3897V
WXBF2725V
WXBD7996V
MKCN4358

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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)
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)
Jin-Qing Ma et al.
Journal of hazardous materials, 371, 433-439 (2019-03-16)
High-performance capturing polar phenoxycarboxylic acids herbicides (PCAs) from water samples remains a great challenge because PCAs form salt easily and dissolve. Polyphenylene-based conjugated microporous polymers (PP-CMPs), a fascinating type of polymers, bear π-conjugation over 3D polyphenylene scaffolds, inherent micropore, and
Constructing Regioregular Star Poly(3-hexylthiophene) via Externally Initiated Kumada Catalyst-Transfer Polycondensation
Yuan, M.; et al.
ACS Macro Letters, 1, 392-395 (2012)
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)
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