Lot numbers can be found on the outside label of a product:
Ethyl 2-(4-bromophenyl)-2-oxoacetate
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CAS No. 20201-26-7
- Cat. No. CS-W005516
- Purity≥97%
- MDL No.MFCD06659764
*For research and further manufacturing use only, not for direct human use.
Structure of 20201-26-7
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General Information
- CAS No. 20201-26-7
- Cat. No. CS-W005516
- Purity ≥97%
- MDL No. MFCD06659764
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₉BrO₃
- Molecular Weight 257.08
- Synonym(s) Ethyl (4-bromophenyl)glyoxylate
- SMILES CCOC(=O)C(=O)C1=CC=C(Br)C=C1
Description
Ethyl 2-(4-bromophenyl)-2-oxoacetate features a brominated aryl group conjugated to an α-keto ester moiety, enabling direct participation in palladium-catalyzed cross-coupling reactions. This bench-stable compound integrates seamlessly into synthetic sequences requiring electrophilic aryl building blocks with high functional group tolerance.
Application
Ethyl 2-(4-bromophenyl)-2-oxoacetate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of biaryl and heterocyclic scaffolds. Its α-keto ester functionality facilitates nucleophilic addition, enolate formation, and coupling reactions under standard conditions. The pendant bromine atom supports palladium-catalyzed cross-coupling transformations, allowing access to complex molecular architectures. Bench-stable and readily purified by chromatography or recrystallization, it functions effectively in multi-step syntheses for medicinal chemistry and materials science applications.
Synthesis
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Route1
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108-86-1 -
4755-77-5
- ~73%
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In-stock
20201-26-7
References
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Heuser, Stefan; Barrett, David G.; Berg, Martina; Bonnier, Benjamin; Kahl, Astrid; De La Puente, Maria Luz; Oram, Niall; Riedl, Rainer; Roettig, Ulrike; Gil, Gema Sanz; Seger, Erich; Steggles, David J.; Wanner, Jutta; Weichert, Andreas G. Tetrahedron Letters, 2006 , vol. 47, # 16 p. 2675 - 2678
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Route2
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30565-53-8 - ~94%
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In-stock
20201-26-7
References
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Reddy, Sabbasani Rajasekhara; Stella, Selvaraj; Chadha, Anju Synthetic Communications, 2012 , vol. 42, # 23 p. 3493 - 3503
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References
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Shimizu, Hiroshi; Murakami, Masahiro Chemical Communications, 2007 , # 27 p. 2855 - 2857
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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 : H315-H319-H335
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Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 2.1949
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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