(5-Methoxybenzo[b]thiophen-2-yl)boronic acid

Name: (5-Methoxybenzo[b]thiophen-2-yl)boronic acid
Brand: ChemScene
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CAS No. 193965-30-9
Cat. No. CS-0174953
Purity≥98%
MDL No.None

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(5-Methoxybenzo[b]thiophen-2-yl)boronic acid|CS-0174953

Structure of 193965-30-9

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General Information

CAS No. 193965-30-9
Cat. No. CS-0174953
Purity ≥98%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BO₃S
Molecular Weight 208.04
Synonym(s) 5-Methoxybenzo[B]thiophene-2-boronic acid
SMILES COC1=CC=C2C(C=C(S2)B(O)O)=C1

Description

This boronate moiety integrates a methoxy-substituted benzo[b]thiophene scaffold, offering enhanced solubility and stability in aqueous-organic media. The electron-donating methoxy group modulates reactivity, enabling efficient Suzuki-Miyaura coupling under mild conditions. Designed for synthetic versatility, it facilitates the construction of complex heteroaryl architectures in pharmaceutical and materials applications.

Application

(5-Methoxybenzo[b]thiophen-2-yl)boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl architectures. The methoxy group enhances solubility and modulates electronic properties, while the boronic acid moiety provides reliable reactivity under standard Suzuki-Miyaura conditions. Its bench-stable solid form facilitates handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 49.69
LogP 0.5897
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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(5-Methoxybenzo[b]thiophen-2-yl)boronic acid

CAS No. 193965-30-9

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