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Ethyl 2,2-difluoro-2-phenylacetate
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CAS No. 2248-46-6
- Cat. No. CS-W020165
- Purity≥95%
- MDL No.MFCD08275296
*For research and further manufacturing use only, not for direct human use.
Structure of 2248-46-6
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General Information
- CAS No. 2248-46-6
- Cat. No. CS-W020165
- Purity ≥95%
- MDL No. MFCD08275296
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₀F₂O₂
- Molecular Weight 200.18
- Synonym(s) ETHYL ALPHA, ALPHA-DIFLUOROPHENYLACETATE
- SMILES O=C(OCC)C(F)(F)C1=CC=CC=C1
Description
Ethyl 2,2-difluoro-2-phenylacetate features a sterically congested α-difluoromethyl group flanked by a phenyl ring and ester functionality. This configuration imparts enhanced metabolic stability and electron-withdrawing character, enabling its use in the synthesis of fluorinated pharmaceutical intermediates. The molecule exhibits robust bench stability under standard conditions and facilitates efficient incorporation into complex molecular architectures via nucleophilic substitution or cross-coupling processes.
Application
Ethyl 2,2-difluoro-2-phenylacetate serves as a versatile building block in synthetic organic chemistry, enabling the construction of fluorinated aromatic motifs via standard functional group interconversions. Its difluoromethyl group imparts enhanced metabolic stability and lipophilicity, making it valuable for medicinal chemistry applications. The compound exhibits good bench stability, facilitates straightforward purification, and participates reliably in nucleophilic substitution and elimination reactions within established synthetic workflows.
Synthesis
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References
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Amii, Hideki; Fujikawa, Kenichi; Fujioka, Yasutaka; Matsuura, Makoto Patent: US2012/220795 A1, 2012 ; Location in patent: Page/Page column 9 ;
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Route2
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In-stock
1603-79-8 - ~92%
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In-stock
2248-46-6
References
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Middleton, W. J.; Bingham, E. M. Journal of Organic Chemistry, 1980 , vol. 45, # 14 p. 2883 - 2887
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Route3
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In-stock
591-50-4 -
667-27-6 - ~52%
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In-stock
2248-46-6
References
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Sato; Omote; Ando; Kumadaki Journal of Fluorine Chemistry, 2004 , vol. 125, # 4 p. 509 - 515
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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 : P261-P264-P271-P280-P302+P352-P304+P340-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 2.3415
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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