4,4,5,5-Tetramethyl-2-(triphenylen-2-yl)-1,3,2-dioxaborolane

Name: 4,4,5,5-Tetramethyl-2-(triphenylen-2-yl)-1,3,2-dioxaborolane
Brand: ChemScene
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CAS No. 890042-13-4
Cat. No. CS-0153833
Purity≥97%
MDL No.MFCD26401844

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4,4,5,5-Tetramethyl-2-(triphenylen-2-yl)-1,3,2-dioxaborolane|CS-0153833

Structure of 890042-13-4

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Description

This boronate ester features a triphenylenyl group integrated at the 2-position, enhancing electronic delocalization and stability. The tetramethyl-substituted dioxaborolane ring ensures excellent bench stability and moisture tolerance, enabling reliable use in Suzuki-Miyaura cross-coupling reactions under standard conditions.

Application

4,4,5,5-Tetramethyl-2-(triphenylen-2-yl)-1,3,2-dioxaborolane serves as a stable, bench-ready boron source for Suzuki-Miyaura cross-coupling reactions. Its triphenylenyl moiety imparts enhanced planarity and electronic stability, enabling efficient coupling with aryl halides and pseudohalides under standard conditions. The tetramethyl substitution ensures excellent shelf life and ease of handling, while the dioxaborolane ring facilitates clean reaction profiles and straightforward purification—ideal for constructing complex biaryl scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 890042-13-4
Cat. No. CS-0153833
Purity ≥97%
MDL No. MFCD26401844
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₃BO₂
Molecular Weight 354.25
Synonym(s) Triphenylen-2-ylboronic Acid Pinacol Ester
SMILES CC1(C)C(C)(C)OB(C2=CC3=C(C=C2)C4=CC=CC=C4C5=CC=CC=C53)O1

Computational Chemistry Data

TPSA 18.46
LogP 5.4454
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Building Blocks Skeleton Aromatic ring compounds phenanthrene compounds

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Triphenylenes

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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4,4,5,5-Tetramethyl-2-(triphenylen-2-yl)-1,3,2-dioxaborolane

CAS No. 890042-13-4

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