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Ethyl 3-oxo-3-(thiophen-2-yl)propanoate
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CAS No. 13669-10-8
- Cat. No. CS-W005116
- Purity≥95%
- MDL No.MFCD00542649
*For research and further manufacturing use only, not for direct human use.
Structure of 13669-10-8
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General Information
- CAS No. 13669-10-8
- Cat. No. CS-W005116
- Purity ≥95%
- MDL No. MFCD00542649
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₀O₃S
- Molecular Weight None
- Synonym(s) 3-Oxo-3-Thiophen-2-Yl-Propionic Acid Ethyl Ester
- SMILES O=C(OCC)CC(C1=CC=CS1)=O
Description
Ethyl 3-oxo-3-(thiophen-2-yl)propanoate features a thiophene ring directly conjugated to an α,β-unsaturated ketone system, enabling efficient Michael addition and heterocyclic functionalization. This electrophilic enone integrates readily into complex molecular architectures under mild conditions, offering high reactivity in transition-metal-catalyzed couplings and tandem cyclizations.
Application
Ethyl 3-oxo-3-(thiophen-2-yl)propanoate serves as a versatile synthon in heterocyclic synthesis, enabling efficient construction of thiophene-fused ring systems. Its α,β-unsaturated ketone functionality facilitates Michael additions and condensation reactions, while the ester group supports subsequent transformations. Bench-stable and readily purified, it functions effectively in multistep sequences for medicinal chemistry and materials science applications.
Synthesis
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References
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BAYER CORPORATION Patent: US2004/2508 A1, 2004 ; Location in patent: Page/Page column 11-12 ; US 20040002508 A1
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Route2
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In-stock
88-15-3 - ~88%
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In-stock
13669-10-8
References
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ALMIRALL PRODESFARMA, S.A. Patent: WO2005/123693 A1, 2005 ; Location in patent: Page/Page column 55-56 ; WO 2005/123693 A1
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Route3
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1003-09-4 -
In-stock
6148-64-7 -
82102-37-2
- ~83%
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In-stock
13669-10-8
References
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Korsager, Signe; Nielsen, Dennis U.; Taaning, Rolf H.; Skrydstrup, Troels Angewandte Chemie - International Edition, 2013 , vol. 52, # 37 p. 9763 - 9766 Angew. Chem., 2013 , vol. 125, # 37 p. 9945 - 9948
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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 43.37
- LogP 1.884
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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