Lot numbers can be found on the outside label of a product:
Ethyl 4-bromothiophene-2-carboxylate
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CAS No. 62224-17-3
- Cat. No. CS-0041733
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 62224-17-3
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General Information
- CAS No. 62224-17-3
- Cat. No. CS-0041733
- Purity ≥97%
- MDL No. None
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇BrO₂S
- Molecular Weight 235.10
- Synonym(s) 4-Bromo-thiophene-2-carboxylic acid ethyl ester
- SMILES CCOC(=O)C1=CC(Br)=CS1
Description
Ethyl 4-bromothiophene-2-carboxylate features a brominated thiophene core with a pendant ethyl ester, enabling direct functionalization in cross-coupling reactions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the ester group offers synthetic versatility for downstream derivatization. This bench-stable reagent integrates efficiently into complex molecular architectures.
Application
Ethyl 4-bromothiophene-2-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. The bromo group at the 4-position offers high reactivity and compatibility with diverse functional groups, while the ethyl ester facilitates downstream transformations including hydrolysis and amide formation. This compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it well-suited for medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
16694-18-1 -
64-17-5 - ~88%
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In-stock
62224-17-3
References
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AiCuris GmbH and Co. KG Patent: US2012/22123 A1, 2012 ; Location in patent: Page/Page column 13 ;
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Route2
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In-stock
6324-10-3 - ~0%
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In-stock
62224-17-3
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40477-61-0
References
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3-Dimensional Pharmaceuticals, Inc. Patent: US6291514 B1, 2001 ;
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Route3
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62224-25-3
- ~90%
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In-stock
62224-17-3
References
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Abarbri, Mohamed; Thibonnet, Jerome; Berillon, Laurent; Dehmel, Florian; Rottlaender, Mario; Knochel, Paul Journal of Organic Chemistry, 2000 , vol. 65, # 15 p. 4618 - 4634
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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 2.6873
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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