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Benzene-1,4-diboronic acid

CAS 4612-26-4C6H4[B(OH)2]2Chemical Synthesis

Benzene-1,4-diboronic acid (CAS: 4612-26-4) is a crucial organic compound with the molecular formula C6H4[B(OH)2]2 and a molecular weight of 165.75 g/mol. Supplied by Tech Serve Solutions with an assay of ≥95.0%, this aryl boronic acid serves as a versatile reagent in various synthetic pathways. Its applications span cross-coupling reactions, polymerisation processes, and the development of advanced materials for optoelectronic devices.

IUPAC
1,4-Phenylenebisboronic acid,1,4-Phenylenediboronic acid,p-Benzenediboronic acid,p-Phenylenediboronic acid,Benzene-1,4-diboronic acid,NSC 25410
Synonyms
1,4-Phenylenebisboronic acid1,4-Phenylenediboronic acidp-Benzenediboronic acidp-Phenylenediboronic acidNSC 25410
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Benzene-1,4-diboronic acid (C6H4[B(OH)2]2) — chemical structure, CAS 4612-26-4; Chemistry, fine chemical supplied by Tech Serve Solutions
Aryl Boronic AcidsBoronic AcidsChemical Synthesis
01 /Applications

Suzuki-Miyaura Cross-Coupling Reactions

Benzene-1,4-diboronic acid is a key building block in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions. This enables the formation of carbon-carbon bonds, facilitating the synthesis of complex organic molecules, including indolizine derivatives for OLED applications.

Polymerisation and Material Science

This compound is utilised in externally initiated Kumada catalyst-transfer polycondensation and RAFT polymerization. It plays a role in preparing crosslinkers, coordination polymers with fluorescence properties, and materials for energy transfer in optoelectronic devices.

Scholl Cyclizations and Organic Synthesis

Benzene-1,4-diboronic acid is employed in Scholl cyclizations, a method for forming new carbon-carbon bonds. It also participates in palladium-catalyzed sequential alkenylation and conjugate addition reactions, expanding its utility in sophisticated organic synthesis.

Preparation of Advanced Materials

The reagent is instrumental in synthesising unique structures such as cyclotricatechylene-based porous crystalline materials for gas storage and helically p-stacked thiophene-based copolymers exhibiting circularly polarized fluorescence.

02 /Properties
Molecular weight165.75
Linear formulaC6H4[B(OH)2]2
Assay≥95.0%
ApplicationReagent used for• Externally initiated Kumada catalyst-transfer polycondensation1 • Suzuki-Miyaura cross-coupling reactions2 • Energy transfer processes in optoelectronic devices3 • Palladium-catalyzed sequential alkenylation and conjugate addition reactions4 • Scholl cyclizations5 Reagent used in Preparation of• Crosslinkers and cross-linked core-shell nanoparticles by RAFT polymerization and palladium-catalyzed Suzuki coupling reaction6 • Fluorescence and solution-processable coordination polymers7 • Cyclotricatechylene based porous crystalline material for gas storage8 • Indolizine derivatives as OLEDs2 • Helically p-stacked thiophene-based copolymers with circularly polarized fluorescence9 • Novel organi
Melting point>350 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H302Harmful if swallowed
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xn
Risk statements (R)22
Safety statements (S)36

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
4612-26-4
MDL number
MFCD00236018
PubChem substance
24866124
Beilstein registry
2836921
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What are the primary applications of Benzene-1,4-diboronic acid?

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Benzene-1,4-diboronic acid is used as a reagent in 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, and Scholl cyclizations. It is also used in the preparation of crosslinkers, nanoparticles, fluorescence polymers, and porous crystalline materials.

What is the CAS number and molecular formula for Benzene-1,4-diboronic acid?

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The CAS number for Benzene-1,4-diboronic acid is 4612-26-4, and its linear molecular formula is C6H4[B(OH)2]2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Benzene-1,4-diboronic acid with a minimum purity of 95.0%. This product is supplied for research and chemical synthesis purposes and is not represented as USP, BP, EP, or pharmaceutical grade.

What are the safety precautions when handling Benzene-1,4-diboronic acid?

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Benzene-1,4-diboronic acid is classified with the GHS hazard statement H302 (Harmful if swallowed). Appropriate personal protective equipment, including a dust mask (type N95 or equivalent), eyeshields, and gloves, should be worn. Handle in a well-ventilated area to avoid dust inhalation.

How is Benzene-1,4-diboronic acid packed, shipped, and exported?

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Tech Serve Solutions expertly handles the packing, shipping, and global export of Benzene-1,4-diboronic acid, adhering to all necessary regulations for chemical transport.

How can I request a sample or a quote for Benzene-1,4-diboronic acid?

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To request a sample or obtain a quotation for Benzene-1,4-diboronic acid, please contact our sales team through the website or direct email, providing your specific requirements.

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