Methyl 5-bromo-4-methylthiophene-2-carboxylate

Name: Methyl 5-bromo-4-methylthiophene-2-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 54796-47-3
Cat. No. CS-0136804
Purity≥95%
MDL No.MFCD04038959

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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+
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Methyl 5-bromo-4-methylthiophene-2-carboxylate|CS-0136804

Structure of 54796-47-3

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General Information

CAS No. 54796-47-3
Cat. No. CS-0136804
Purity ≥95%
MDL No. MFCD04038959
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrO₂S
Molecular Weight 235.10
Synonym(s) METHYL 5-BROMO-4-METHYL-2-THIOPHENECARBOXYLATE
SMILES O=C(C1=CC(C)=C(Br)S1)OC

Description

Methyl 5-bromo-4-methylthiophene-2-carboxylate features a brominated thiophene core with a methylthio substituent at the 4-position and an ester group at C2. This electron-deficient heterocycle serves as a key building block in the synthesis of functionalized thienyl scaffolds, enabling efficient coupling reactions under palladium catalysis. The molecule exhibits good stability and solubility in common organic solvents.

Application

Methyl 5-bromo-4-methylthiophene-2-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine functionality. The methylthio group provides moderate electron donation and enhances stability under standard reaction conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient access to substituted thiophene scaffolds relevant in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  54796-53-1
- 74-88-4
- ~%
- In-stock
  
  54796-47-3
References
- US5840917 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 26.3
LogP 2.60562
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Methyl 5-bromo-4-methylthiophene-2-carboxylate

CAS No. 54796-47-3

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