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
Molecule weight240.13
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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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

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.

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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Computational Chemistry Data

TPSA 27.69
LogP 2.0559
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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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