5-Bromo-4-methylthiophene-2-carboxylic acid

Name: 5-Bromo-4-methylthiophene-2-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 54796-53-1
Cat. No. CS-0136778
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Bromo-4-methylthiophene-2-carboxylic acid|CS-0136778

Structure of 54796-53-1

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General Information

CAS No. 54796-53-1
Cat. No. CS-0136778
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrO₂S
Molecular Weight 221.07
Synonym(s) 5-bromo-4-methyl-2-thiophenecarboxylic acid
SMILES O=C(C1=CC(C)=C(Br)S1)O

Description

5-Bromo-4-methylthiophene-2-carboxylic acid features a thiophene core functionalized with bromine, methyl, and carboxylic acid groups at strategic positions. This combination enables direct coupling in cross-coupling reactions and facilitates downstream derivatization in synthetic sequences. The molecule exhibits enhanced stability under standard conditions and is compatible with transition-metal-catalyzed transformations.

Application

5-Bromo-4-methylthiophene-2-carboxylic acid serves as a versatile building block for the synthesis of biologically active thiophene derivatives. Its bromo and carboxylic acid functionalities enable efficient cross-coupling reactions and derivatization, while the methyl group enhances stability and modulates electronic properties. The compound exhibits excellent bench stability and is well-suited for use in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  54796-47-3
- ~80%
- In-stock
  
  54796-53-1
References
- MEDIVIR AB Patent: WO2007/6714 A1, 2007 ; Location in patent: Page/Page column 106-107 ;
Route2
- In-stock
  
  14282-78-1
- ~83%
- In-stock
  
  54796-53-1
References
- AGOURON PHARMACEUTICALS, MINC. Patent: US2005/85492 A1, 2005 ; Location in patent: Page/Page column 25 ;

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 2.51722
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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5-Bromo-4-methylthiophene-2-carboxylic acid

CAS No. 54796-53-1

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