Methyl 2-(5-bromothiophen-2-yl)acetate

Name: Methyl 2-(5-bromothiophen-2-yl)acetate
Brand: ChemScene
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CAS No. 67137-56-8
Cat. No. CS-0434795
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 2-(5-bromothiophen-2-yl)acetate|CS-0434795

Structure of 67137-56-8

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General Information

CAS No. 67137-56-8
Cat. No. CS-0434795
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrO₂S
Molecular Weight 235.10
Synonym(s) 5-Brom-2-thiophenessigsaeure-methylester
SMILES O=C(OC)CC1=CC=C(Br)S1

Description

Methyl 2-(5-bromothiophen-2-yl)acetate features a brominated thiophene ring conjugated to an ester-functionalized acetic acid side chain. This electron-deficient heterocycle integrates readily into cross-coupling reactions, serving as a key building block for pharmaceutical intermediates and functional materials. The methyl ester group enables straightforward derivatization under standard conditions.

Application

Methyl 2-(5-bromothiophen-2-yl)acetate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted thiophene derivatives via palladium-catalyzed cross-coupling reactions. The bromine substituent facilitates reliable C–Br bond functionalization, while the ester group supports subsequent transformations including hydrolysis and derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthesis of pharmaceutical and agrochemical intermediates.

Synthesis

Route1
- In-stock
  
  19432-68-9
- ~80%
- In-stock
  
  67137-56-8
References
- REVOTAR BIOPHARMACEUTICALS AG Patent: WO2007/39112 A1, 2007 ; Location in patent: Page/Page column 37 ;
Route2
- 1918-77-0
- ~%
- In-stock
  
  67137-56-8
References
- BIOCHROMIX PHARMA AB; ÅSBERG, Peter; HAMMER, Kristin; OLSSON, Johan; HENRIKSSON, Martin Patent: WO2013/9259 A1, 2013 ; Title/Abstract Full Text Show Details BioChromix AB; ÅSBERG, Peter; HAMMER, Kristin; OLSSON, Johan; HENRIKSSON, Martin Patent: WO2013/36196 A1, 2013 ;

Safety Information

Download SDS

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 26.3
LogP 2.2261
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Methyl 2-(5-bromothiophen-2-yl)acetate

CAS No. 67137-56-8

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