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Basic Description
| Synonyms | ETFAA | 4,4,4-Trifluoroacetoacetic acid ethyl ester | Ethyl trifluoroacetoacetate | 4,4,4-trifluoro-3-oxobutanoic acid ethyl ester | Ethyl 4,4,4-trifluoro-3-oxobutanoate | Ethyl (trifluoroacetyl)acetate |
|---|---|
| Specifications & Purity | ≥98% |
| Storage Temp | Argon charged |
| Shipped In | Normal |
| Product Description |
Ethyl 4,4,4-trifluoroacetoacetate (ETFAA) is a general reagent to synthesize enantiopure trifluoromethyl-functionalized products. Applications include: • Synthesis of (S)- and (R)-α-trifluoromethyl-aspartic acid and α- trifluoromethyl-serine from chiral CF3-oxazolidines, which is derived from ETFAA. • Enantiopure synthesis of trifluoromethyl-β-amino acid derivatives. • Synthesis of (2R)-2-trifluoromethyl-2-carboxyazetidine, (R)- and (S)-trifluoromethylhomoserines from oxazolidine intermediate obtained by condensing (R)-phenylglycinol with ETFAA. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Organic acids and derivatives
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Class
Keto acids and derivatives
- Subclass Beta-keto acids and derivatives
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Class
Keto acids and derivatives
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Superclass
Organic acids and derivatives
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Keto acids and derivatives |
| Subclass | Beta-keto acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Beta-keto acids and derivatives |
| Alternative Parents | Fatty acid esters 1,3-dicarbonyl compounds Alpha-haloketones Carboxylic acid esters Monocarboxylic acids and derivatives Organofluorides Organic oxides Hydrocarbon derivatives Alkyl fluorides |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Beta-keto acid - Fatty acid ester - Fatty acyl - 1,3-dicarbonyl compound - Alpha-haloketone - Carboxylic acid ester - Ketone - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Alkyl fluoride - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Alkyl halide - Organohalogen compound - Organofluoride - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom. |
| External Descriptors | Not available |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Names and Identifiers
| Pubchem Sid | 488184012 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488184012 |
| IUPAC Name | ethyl 4,4,4-trifluoro-3-oxobutanoate |
| INCHI | InChI=1S/C6H7F3O3/c1-2-12-5(11)3-4(10)6(7,8)9/h2-3H2,1H3 |
| InChIKey | OCJKUQIPRNZDTK-UHFFFAOYSA-N |
| Smiles | CCOC(=O)CC(=O)C(F)(F)F |
| Isomeric SMILES | CCOC(=O)CC(=O)C(F)(F)F |
| WGK Germany | 2 |
| UN Number | 3272 |
| Molecular Weight | 184.11 |
| Beilstein | 608353 |
| Reaxy-Rn | 608353 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=608353&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 K2401417 |
Certificate of Analysis | Oct 23, 2024 | E109508 |
| K2401418 |
Certificate of Analysis | Oct 23, 2024 | E109508 |
| I2405503 |
Certificate of Analysis | Aug 24, 2024 | E109508 |
| I2405501 |
Certificate of Analysis | Aug 24, 2024 | E109508 |
| I2405502 |
Certificate of Analysis | Aug 24, 2024 | E109508 |
| D2310347 |
Certificate of Analysis | Jun 01, 2022 | E109508 |
| D2310345 |
Certificate of Analysis | Jun 01, 2022 | E109508 |
| G2219397 |
Certificate of Analysis | Jun 01, 2022 | E109508 |
| G2219395 |
Certificate of Analysis | Jun 01, 2022 | E109508 |
| G2219399 |
Certificate of Analysis | Jun 01, 2022 | E109508 |
| D1811068 |
Certificate of Analysis | Feb 21, 2022 | E109508 |
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Chemical and Physical Properties
| Solubility | Miscible with water, ethanol, benzene and organic solvents. |
|---|---|
| Sensitivity | Moisture sensitive |
| Refractive Index | 1.375-1.378 |
| Flash Point(°F) | 100.4 °F |
| Flash Point(°C) | 38℃ |
| Boil Point(°C) | 129-130°C |
| Melt Point(°C) | -39°C |
| Molecular Weight | 184.110 g/mol |
| XLogP3 | 1.400 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 4 |
| Exact Mass | 184.035 Da |
| Monoisotopic Mass | 184.035 Da |
| Topological Polar Surface Area | 43.400 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 185.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Alternative Products
-
Ethyl 2-chloro-4,4,4-trifluoroacetoacetateStarting at $824.90
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