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

Name: 4,4,5,5-Tetramethyl-2-(3-methylbenzofuran-5-yl)-1,3,2-dioxaborolane
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CAS No. 1396753-10-8
Cat. No. CS-0731363
Purity≥97%
MDL No.MFCD28063409

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4,4,5,5-Tetramethyl-2-(3-methylbenzofuran-5-yl)-1,3,2-dioxaborolane|CS-0731363

Structure of 1396753-10-8

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Description

This boronate ester integrates a 3-methylbenzofuran-5-yl group with a tetramethyl-substituted dioxaborolane ring, offering enhanced stability and compatibility in Suzuki-Miyaura cross-coupling reactions. The electron-rich aromatic moiety facilitates efficient palladium-catalyzed transformations under standard conditions.

Application

4,4,5,5-Tetramethyl-2-(3-methylbenzofuran-5-yl)-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane core enhances shelf stability and functional group tolerance, enabling efficient C–C bond formation with aryl, vinyl, and heteroaryl halides. Its 3-methylbenzofuran moiety provides access to biologically relevant heterocyclic scaffolds commonly found in medicinal chemistry and agrochemical research, facilitating rapid diversification in target-oriented synthesis.

General Information

CAS No. 1396753-10-8
Cat. No. CS-0731363
Purity ≥97%
MDL No. MFCD28063409
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉BO₃
Molecular Weight 258.12
Synonym(s) None
SMILES CC1=COC2=CC=C(C=C12)B1OC(C)(C)C(C)(C)O1

Computational Chemistry Data

TPSA 31.6
LogP 3.04042
H_Acceptors 3
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-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzofuran compounds

Key Words

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

CAS No. 1396753-10-8

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