2-(9,9-Dimethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(9,9-Dimethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 569343-09-5
Cat. No. CS-0041017
Purity≥97%
MDL No.MFCD08704229

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2-(9,9-Dimethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0041017

Structure of 569343-09-5

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Description

This boronate ester features a sterically shielded fluorenyl moiety that enhances stability and facilitates efficient cross-coupling reactions. The dimethylfluorene group provides robustness under standard conditions, while the tetramethyl-substituted dioxaborolane ring ensures high reactivity in Suzuki-Miyaura transformations.

Application

2-(9,9-Dimethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its fluorenyl moiety provides excellent electronic and steric control, enabling efficient coupling with aryl and heteroaryl halides under mild conditions. The tetramethyl-substituted dioxaborolane enhances shelf stability and minimizes protodeboronation, while the sterically hindered fluorenyl group facilitates clean functionalization and straightforward purification in complex synthesis workflows.

General Information

CAS No. 569343-09-5
Cat. No. CS-0041017
Purity ≥97%
MDL No. MFCD08704229
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₅BO₂
Molecular Weight None
Synonym(s) 9,9-Dimethylfluorene-2-boronic Acid Pinacol Ester
SMILES CC1(C)C(C)(C)OB(C2=CC(C(C)(C)C3=C4C=CC=C3)=C4C=C2)O1

Computational Chemistry Data

TPSA 18.46
LogP 4.2921
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 Aromatic ring compounds Benzene compounds

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Fluorenes, Fluorenones

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

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2-(9,9-Dimethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 569343-09-5

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