Lot numbers can be found on the outside label of a product:
4-Bromo-5-methylthiophene-2-carboxylic acid
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CAS No. 29421-99-6
- Cat. No. CS-0054975
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 29421-99-6
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General Information
- CAS No. 29421-99-6
- Cat. No. CS-0054975
- Purity ≥97%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅BrO₂S
- Molecular Weight 221.07
- Synonym(s) 4-BROMO-5-METHYL-2-THIOPHENECARBOXYLIC ACID
- SMILES O=C(C1=CC(Br)=C(C)S1)O
Description
4-Bromo-5-methylthiophene-2-carboxylic acid features a thiophene core functionalized with bromine at C4, a methyl group at C5, and a carboxylic acid at C2. This electron-deficient scaffold enables direct coupling in cross-coupling reactions, offering robust access to substituted heterocycles under standard conditions. The molecule exhibits enhanced stability and solubility in organic solvents, facilitating efficient integration into synthetic workflows.
Application
4-Bromo-5-methylthiophene-2-carboxylic acid serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromo and carboxylic acid functionalities. The methylthiophene core provides orthogonal reactivity for further functionalization, while the carboxylic acid group facilitates derivatization or direct use in peptide coupling protocols. Bench-stable and readily purified by recrystallization, it supports scalable synthesis of bioactive thiophene scaffolds.
Synthesis
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Route1
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In-stock
1918-79-2 - ~97%
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In-stock
29421-99-6
References
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SMITHKLINE BEECHAM CORPORATION Patent: WO2008/98104 A1, 2008 ; Location in patent: Page/Page column 81 ; WO 2008/098104 A1
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Route2
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In-stock
29421-73-6 - ~94%
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In-stock
29421-99-6
References
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3-Dimensional Pharmaceuticals, Inc. Patent: US6291514 B1, 2001 ;
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Route3
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124-38-9 - ~77%
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In-stock
29421-99-6
References
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AVEXA LIMITED Patent: WO2007/124546 A1, 2007 ; Location in patent: Page/Page column 57 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 37.3
- LogP 2.51722
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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