2-([1,1'-biphenyl]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-([1,1'-biphenyl]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 914675-52-8
Cat. No. CS-0175012
Molecule weight280.17
Purity≥98%
MDL No.None

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2-([1,1'-biphenyl]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0175012

Structure of 914675-52-8

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General Information

CAS No. 914675-52-8
Cat. No. CS-0175012
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₁BO₂
Molecular Weight 280.17
Synonym(s) Biphenyl-2-boronic acid pinacol ester
SMILES CC1(C(C)(OB(O1)C2=CC=CC=C2C3=CC=CC=C3)C)C

Description

This boronate ester features a biphenyl moiety fused to a tetramethyl-1,3,2-dioxaborolane ring, delivering enhanced stability and compatibility in Suzuki-Miyaura cross-coupling reactions. The sterically protected boron center resists hydrolysis under standard conditions, enabling reliable coupling with aryl halides and pseudohalides.

Application

2-([1,1'-biphenyl]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for palladium-catalyzed cross-coupling reactions. Its biphenyl moiety enables efficient Suzuki-Miyaura coupling to construct biaryl scaffolds common in pharmaceutical and materials chemistry. The tetramethyl substituents enhance stability and facilitate purification, while the dioxaborolane ring ensures high reactivity under standard conditions.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 18.46
LogP 3.6528
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-([1,1'-biphenyl]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 914675-52-8

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