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417130 Sigma-Aldrich

Benzene-1,4-diboronic acid

≥95.0%

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

  • CAS Number 4612-26-4

  • Linear Formula C6H4[B(OH)2]2

  • Molecular Weight 165.75

  •  Beilstein/REAXYS Number 2836921

  •  MDL number MFCD00236018

  •  PubChem Substance ID 24866124

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Properties

Related Categories Aryl Boronic Acids, Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis, Monosubstituted Aryl Boronic Acids,
InChI Key   BODYVHJTUHHINQ-UHFFFAOYSA-N
assay   ≥95.0%
mp   >350 °C (lit.)

Description

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

Packaging

5, 25 g in glass bottle

Other Notes

Contains varying amounts of anhydride

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Boronic Acids - ChemFiles 2007

Most boronic acids readily undergo dehydration reactions to give a cyclic (trimer) anhydride. Our selection of boronic acids may contain varying amounts of this cyclic anhydride. Fortunately, the aci...
ChemFiles 2007, 7.7, 3.
Keywords: Coupling reactions, Dehydration reaction, Suzuki coupling

Properties and Applications of Functionalized Graphene Oxide

1Claremont University, Keck Graduate Institute, School of Applied Life Sciences Claremont, CA 91711, USA 2Keck Science Department, Claremont McKenna College, Claremont, CA, 91711, USA 3Keck Science D...
Keywords: Adsorption, Amidations, Antibiotics, Antimicrobials, Bacterial conjugations, Cancer, Catalysis, Cell culture, Centrifugation, Clinical, Derivatizations, Detection methods, Diagnostic, Environmental, Esterifications, Filtration, Gas chromatography, Nanoelectronics, Nanomaterials, Nucleic acid denaturation, Nucleic acid hybridization, Nucleophilic additions, Oxidations, Polymerization reactions, Purification, Redox Reactions, Reductions, SN2 reaction, Semiconductor, Separation, Solar cells, Solvents, transformation

Peer-Reviewed Papers
15

References

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