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

Name: 4,4,5,5-Tetramethyl-2-(3-(triphenylen-2-yl)phenyl)-1,3,2-dioxaborolane
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CAS No. 1115639-92-3
Cat. No. CS-0153845
Purity≥98%
MDL No.MFCD28130383

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4,4,5,5-Tetramethyl-2-(3-(triphenylen-2-yl)phenyl)-1,3,2-dioxaborolane|CS-0153845

Structure of 1115639-92-3

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Description

This tetramethyl-substituted dioxaborolane features a triphenylenyl-bridged aryl boronate moiety, delivering enhanced stability and reactivity in cross-coupling processes. The sterically shielded boron center resists protodeboronation while maintaining efficient palladium-catalyzed coupling performance under standard conditions.

Application

4,4,5,5-Tetramethyl-2-(3-(triphenylen-2-yl)phenyl)-1,3,2-dioxaborolane serves as a stable, bench-friendly boronate building block for Suzuki-Miyaura cross-coupling reactions. Its triphenylenyl-substituted aryl group enables efficient construction of extended π-conjugated systems, with excellent functional group tolerance and predictable reactivity. The tetramethyl-substituted dioxaborolane core enhances stability and simplifies purification, making it well-suited for synthetic workflows in materials science and complex heterocycle synthesis.

General Information

CAS No. 1115639-92-3
Cat. No. CS-0153845
Purity ≥98%
MDL No. MFCD28130383
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₀H₂₇BO₂
Molecular Weight 430.35
Synonym(s) 2-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]triphenylene
SMILES CC1(C)C(C)(C)OB(C2=CC=CC(=C2)C3=CC4=C(C=C3)C5=CC=CC=C5C6=CC=CC=C64)O1

Computational Chemistry Data

TPSA 18.46
LogP 7.1124
H_Acceptors 2
H_Donors 0
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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Other Classifications

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-(3-(triphenylen-2-yl)phenyl)-1,3,2-dioxaborolane

CAS No. 1115639-92-3

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