3-Bromo-5-(tert-butyl)benzo[b]thiophene

Name: 3-Bromo-5-(tert-butyl)benzo[b]thiophene
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CAS No. 1780644-81-6
Cat. No. CS-0527081
Molecule weightNone
Purity≥97%
MDL No.MFCD28593666

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3-Bromo-5-(tert-butyl)benzo[b]thiophene|CS-0527081

Structure of 1780644-81-6

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General Information

CAS No. 1780644-81-6
Cat. No. CS-0527081
Purity ≥97%
MDL No. MFCD28593666
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃BrS
Molecular Weight None
Synonym(s) Benzo[b]thiophene, 3-bromo-5-(1,1-dimethylethyl)-
SMILES CC(C1=CC=C2C(C(Br)=CS2)=C1)(C)C

Description

This boronate-functionalized heterocycle integrates readily into Suzuki-Miyaura coupling reactions under standard conditions. The tert-butyl group enhances solubility and steric protection, while the bromine moiety enables selective cross-coupling. This bench-stable compound delivers efficient access to complex aryl-thiophene architectures in medicinal chemistry and materials synthesis.

Application

3-Bromo-5-(tert-butyl)benzo[b]thiophene serves as a versatile building block for the synthesis of functionalized heterocyclic scaffolds. The bromine substituent enables reliable palladium-catalyzed cross-coupling reactions, while the sterically hindered tert-butyl group enhances bench stability and minimizes unwanted side reactions. This compound functions effectively in standard Suzuki, Stille, and Negishi coupling protocols, facilitating efficient access to complex biaryl and polyheteroaryl architectures relevant to medicinal chemistry and materials science.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 0
LogP 4.9613
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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3-Bromo-5-(tert-butyl)benzo[b]thiophene

CAS No. 1780644-81-6

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