Lot numbers can be found on the outside label of a product:
(E)-Methyl 3-(4-(trifluoromethyl)phenyl)acrylate
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CAS No. 20754-22-7
- Cat. No. CS-0150955
- Purity≥98%
- MDL No.MFCD01861883
*For research and further manufacturing use only, not for direct human use.
Structure of 20754-22-7
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General Information
- CAS No. 20754-22-7
- Cat. No. CS-0150955
- Purity ≥98%
- MDL No. MFCD01861883
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₉F₃O₂
- Molecular Weight 230.18
- Synonym(s) METHYL 4-TRIFLUOROMETHYLCINNAMATE
- SMILES COC(=O)/C=C/C1=CC=C(C=C1)C(F)(F)F
Description
(E)-Methyl 3-(4-(trifluoromethyl)phenyl)acrylate features a conjugated enoate system with a para-trifluoromethyl aryl group, delivering enhanced electron-withdrawing character and improved stability under standard conditions. This structural motif enables efficient incorporation into Michael additions and Diels-Alder reactions, serving as a robust building block for functionalized heterocycles and advanced synthetic intermediates in medicinal chemistry workflows.
Application
(E)-Methyl 3-(4-(trifluoromethyl)phenyl)acrylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to conjugated systems via standard Michael additions and Diels–Alder reactions. The (E)-configured enoate ester exhibits excellent bench stability and facilitates straightforward purification, while the electron-withdrawing trifluoromethyl group enhances reactivity in nucleophilic transformations. Its structural motif is commonly employed in the synthesis of functionalized heterocycles and bioactive scaffolds relevant to medicinal chemistry research.
Synthesis
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Route1
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In-stock
455-13-0 -
292638-85-8 - ~92%
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In-stock
20754-22-7
References
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Suarez-Meneses, Jesus V.; Bonilla-Reyes, Edgar; Ble-Gonzalez, Ever A.; Ortega-Alfaro, M. Carmen; Toscano, Ruben Alfredo; Cordero-Vargas, Alejandro; Lopez-Cortes, Jose G. Tetrahedron, 2014 , vol. 70, # 7 p. 1422 - 1430
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References
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Zhang, Ping; Brozek, Laura A.; Morken, James P. Journal of the American Chemical Society, 2010 , vol. 132, # 31 p. 10686 - 10688
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Route3
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In-stock
2062-26-2 -
18107-18-1
- ~96%
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In-stock
20754-22-7
References
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DUKE UNIVERSITY; McCafferty, Dewey G.; Pollock, Julie A.; Gooden, David M.; Caron, Marc G.; Gainetdinov, Raul R.; Sotnikova, Tatyana D. Patent: US2013/178520 A1, 2013 ; Location in patent: Paragraph 0215; 0216; 0217 ;
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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 26.3
- LogP 2.8916
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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