2-(Anthracen-9-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(Anthracen-9-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Brand: ChemScene
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CAS No. 709022-63-9
Cat. No. CS-0175540
Purity≥98%
MDL No.None

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2-(Anthracen-9-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0175540

Structure of 709022-63-9

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Description

This boronate ester features a sterically protected boronate moiety linked to an anthracene unit, enabling efficient coupling in palladium-catalyzed cross-coupling reactions. The electron-rich anthracenyl group enhances reactivity and stability under standard conditions, facilitating the construction of complex conjugated architectures with high fidelity.

Application

2-(Anthracen-9-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 anthracene moiety enables efficient incorporation into extended π-conjugated systems, facilitating the synthesis of functional materials and advanced heterocyclic scaffolds. The tetramethyl-substituted dioxaborolane offers excellent shelf stability, mild reaction conditions, and compatibility with diverse functional groups, making it ideal for iterative coupling strategies in organic synthesis.

General Information

CAS No. 709022-63-9
Cat. No. CS-0175540
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₁BO₂
Molecular Weight 304.19
Synonym(s) 9-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)anthracene
SMILES CC1(C(C)(OB(O1)C2=C3C=CC=CC3=CC4=CC=CC=C42)C)C

Computational Chemistry Data

TPSA 18.46
LogP 4.2922
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-P280-P302+P352

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Anthracene compounds

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Anthracenes, Anthraquinones

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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2-(Anthracen-9-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 709022-63-9

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