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

Name: 4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-1,3,2-dioxaborolane
Brand: ChemScene
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CAS No. 331958-90-8
Cat. No. CS-W005405
Purity≥96%
MDL No.MFCD09878900

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4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-1,3,2-dioxaborolane|CS-W005405

Structure of 331958-90-8

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General Information

CAS No. 331958-90-8
Cat. No. CS-W005405
Purity ≥96%
MDL No. MFCD09878900
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₉BO₃
Molecular Weight 198.07
Synonym(s) TETRAHYDROFURAN-3-BORONIC ACID PINACOL ESTER
SMILES CC1(C)C(C)(C)OB(C2COCC2)O1

Description

This boronate ester features a tetrahydrofuran-3-yl substituent that enhances solubility and stability, enabling efficient cross-coupling under standard conditions. The sterically hindered tetramethyl groups confer exceptional bench stability, while the dioxaborolane core facilitates reliable Suzuki-Miyaura reactions with minimal decomposition.

Application

4,4,5,5-Tetramethyl-2-(tetrahydrofuran-3-yl)-1,3,2-dioxaborolane serves as a stable, bench-ready boron reagent for Suzuki-Miyaura cross-coupling reactions. Its tetramethyl-substituted dioxaborolane core enhances air and moisture stability, while the tetrahydrofuran-3-yl group imparts improved solubility and compatibility with polar reaction media. This reagent enables efficient coupling with aryl, heteroaryl, and vinyl halides under mild conditions, facilitating rapid construction of biaryl and conjugated systems in medicinal chemistry and materials synthesis workflows.

Safety Information

Download SDS

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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Computational Chemistry Data

TPSA 27.69
LogP 1.8691
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

Key Words

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

CAS No. 331958-90-8

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