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

Name: 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 596819-12-4
Cat. No. CS-0141518
Purity≥95%
MDL No.MFCD09952065

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2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0141518

Structure of 596819-12-4

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Description

This boronate ester features a methoxythiophene moiety paired with a tetramethyl-1,3,2-dioxaborolane scaffold, delivering enhanced stability and compatibility in Suzuki-Miyaura coupling reactions. The electron-rich thiophene unit facilitates efficient palladium-catalyzed cross-coupling, while the sterically shielded boron center resists protodeboronation under standard conditions.

Application

2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The 5-methoxythiophene moiety provides a versatile heterocyclic scaffold with enhanced solubility and functional group tolerance. Its tetramethyl-substituted dioxaborolane ring ensures high chemical stability, minimal protodeboronation, and compatibility with diverse reaction conditions, enabling efficient C–C bond formation in medicinal chemistry and materials synthesis workflows.

General Information

CAS No. 596819-12-4
Cat. No. CS-0141518
Purity ≥95%
MDL No. MFCD09952065
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇BO₃S
Molecular Weight 240.13
Synonym(s) 2-(5-Methoxy-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-Dioxaborolane
SMILES CC1(C)C(C)(C)OB(C2=CC=C(OC)S2)O1

Computational Chemistry Data

TPSA 27.69
LogP 2.0559
H_Acceptors 4
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 : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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

CAS No. 596819-12-4

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