2-(Benzo[b]thiophen-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(Benzo[b]thiophen-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 1000160-75-7
Cat. No. CS-0175542
Purity≥97%
MDL No.None

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2-(Benzo[b]thiophen-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0175542

Structure of 1000160-75-7

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Description

This boronate ester features a benzo[b]thiophene core paired with a tetramethyl-dioxaborolane moiety, delivering enhanced stability and reactivity in Suzuki-Miyaura cross-coupling. The electron-rich heterocycle enables efficient palladium-catalyzed bond formation under standard conditions, facilitating rapid access to biaryl architectures.

Application

2-(Benzo[b]thiophen-4-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 tetramethyl-substituted dioxaborolane ring enhances hydrolytic stability and facilitates purification, while the benzo[b]thiophene moiety provides a versatile heteroaromatic scaffold for constructing biologically relevant molecules. Functions reliably in diverse coupling protocols with excellent functional group tolerance.

General Information

CAS No. 1000160-75-7
Cat. No. CS-0175542
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇BO₂S
Molecular Weight 260.16
Synonym(s) Benzothiophene-4-boronic acid pinacol ester
SMILES CC1(C(C)(OB(O1)C2=C3C=CSC3=CC=C2)C)C

Computational Chemistry Data

TPSA 18.46
LogP 3.2005
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+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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2-(Benzo[b]thiophen-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 1000160-75-7

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