Skip to Content
Merck
All Photos(3)

Key Documents

417130

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing


About This Item

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

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

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)
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
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)
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)

Articles

Professor Aran discusses engineering graphene-based materials through careful functionalization, enabling diverse applications.

Professor Aran discusses engineering graphene-based materials through careful functionalization, enabling diverse applications.

Professor Aran discusses engineering graphene-based materials through careful functionalization, enabling diverse applications.

Professor Aran discusses engineering graphene-based materials through careful functionalization, enabling diverse applications.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service