Lot numbers can be found on the outside label of a product:
Methyl 5-bromothiophene-3-carboxylate
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CAS No. 88770-19-8
- Cat. No. CS-W006344
- Purity≥96%
- MDL No.MFCD13386488
*For research and further manufacturing use only, not for direct human use.
Structure of 88770-19-8
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General Information
- CAS No. 88770-19-8
- Cat. No. CS-W006344
- Purity ≥96%
- MDL No. MFCD13386488
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅BrO₂S
- Molecular Weight 221.07
- Synonym(s) Methyl 5-bromo-3-thiophenecarboxylate
- SMILES O=C(C1=CSC(Br)=C1)OC
Description
Methyl 5-bromothiophene-3-carboxylate features a brominated thiophene core with a methyl ester at the 3-position, enabling direct functionalization in cross-coupling and heterocyclic synthesis. The electron-deficient thiophene ring enhances reactivity in palladium-catalyzed transformations, while the ester group offers a handle for further derivatization. This bench-stable compound serves as a key intermediate in pharmaceutical and agrochemical development.
Application
Methyl 5-bromothiophene-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent. The methyl ester group facilitates subsequent functionalization, while the thiophene core provides electronic and structural diversity for medicinal chemistry applications. Bench-stable and readily purified, it functions efficiently in standard synthetic workflows requiring halogenated heterocycles.
Synthesis
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Route1
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67-56-1 -
In-stock
100523-84-0 - ~89%
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In-stock
88770-19-8
References
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Melvin, JR., Lawrence S.; Graupe, Michael; Venkataramani, Chandrasekar Patent: US2010/29638 A1, 2010 ; Location in patent: Page/Page column 110 ; US 20100029638 A1
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References
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Pomerantz, Martin; Cheng, Yang; Kasim, Ramesh K.; Elsenbaumer, Ronald L. Journal of Materials Chemistry, 1999 , vol. 9, # 9 p. 2155 - 2163
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Route3
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In-stock
88-13-1 - ~%
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In-stock
88770-19-8
References
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THE UNIVERSITY OF EDINBURGH; WEBSTER, Scott, Peter; SECKL, Jonathan, Robert; WALKER, Brian, Robert; WARD, Peter; PALLIN, Thomas, David; DYKE, Hazel, Joan; PERRIOR, Trevor, Robert Patent: WO2011/33255 A1, 2011 ; WO 2011/033255 A1
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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 2.2972
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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