[1,1'-Biphenyl]-4-ylboronic acid

Name: [1,1'-Biphenyl]-4-ylboronic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 5122-94-1
Cat. No. CS-W002364
Purity≥98%
MDL No.MFCD00093311

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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[1,1'-Biphenyl]-4-ylboronic acid|CS-W002364

Structure of 5122-94-1

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Description

1,1'-Biphenyl]-4-ylboronic acid features a sterically hindered biphenyl scaffold that enhances stability and facilitates efficient cross-coupling reactions. This bench-stable boronic acid integrates readily into Suzuki-Miyaura protocols, enabling reliable C–C bond formation under mild conditions. The electron-deficient aryl moiety promotes high reactivity in transition-metal-catalyzed transformations.

Application

[1,1'-Biphenyl]-4-ylboronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its biphenyl scaffold offers enhanced stability and orthogonal reactivity, facilitating the synthesis of biaryl motifs common in pharmaceuticals and functional materials. The boronic acid group exhibits excellent bench stability, tolerates diverse functional groups, and enables straightforward purification, making it well-suited for iterative synthesis and scale-up applications.

General Information

CAS No. 5122-94-1
Cat. No. CS-W002364
Purity ≥98%
MDL No. MFCD00093311
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₁BO₂
Molecular Weight 198.03
Synonym(s) None
SMILES OB(c1ccc(cc1)c1ccccc1)O

Computational Chemistry Data

TPSA 40.46
LogP 1.0334
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Composite Block Optoelectronic Material Intermediate

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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[1,1'-Biphenyl]-4-ylboronic acid

CAS No. 5122-94-1

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