2-Bromo-4-methylthiophene

Name: 2-Bromo-4-methylthiophene
Brand: ChemScene
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CAS No. 53119-60-1
Cat. No. CS-0022356
Purity≥95%
MDL No.MFCD12033287

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Structure of 53119-60-1

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Description

2-Bromo-4-methylthiophene is a bench-stable, electron-deficient heterocycle featuring a bromine substituent at the 2-position and a methylthio group at the 4-position. This combination enables direct functionalization in cross-coupling reactions, offering efficient access to substituted thiophene architectures. The molecule's defined regiochemistry supports predictable reactivity in synthetic transformations.

Application

2-Bromo-4-methylthiophene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. The bromine substituent provides high reactivity under standard conditions, while the methylthio group offers moderate stability and orthogonal functionality for further derivatization. Its bench-stable nature and compatibility with diverse reaction environments make it a practical choice for constructing substituted thiophene scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 53119-60-1
Cat. No. CS-0022356
Purity ≥95%
MDL No. MFCD12033287
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrS
Molecular Weight 177.06
Synonym(s) 5-Bromo-3-methylthiophene; 4-methyl-2-bromothiophen
SMILES CC1=CSC(Br)=C1

Computational Chemistry Data

TPSA 0
LogP 2.81902
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS02
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅲ
Hazard Statements : H225
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P370+P378-P501

Quality Control

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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2-Bromo-4-methylthiophene

CAS No. 53119-60-1

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