407771

4-Ethoxy-1,1,1-trifluoro-3-buten-2-one

contains 0.5% BHT as stabilizer, technical grade

• Linear Formula: C₂H₅OCH=CHCOCF₃
• CAS Number: 17129-06-5
• Molecular Weight: 168.11
• NACRES: NA.22
• PubChem Substance ID: 24865486
• UNSPSC Code: 12352100
• MDL number: MFCD00192131
• Form: liquid

Properties

• grade: technical grade
• form: liquid
• contains: 0.5% BHT as stabilizer
• refractive index: n20/D 1.406 (lit.)
• bp: 51-53 °C/12 mmHg (lit.)
• density: 1.18 g/mL at 25 °C (lit.)
• functional group: ether, fluoro, ketone
• storage temp.: 2-8°C
• SMILES string: CCO\C=C\C(=O)C(F)(F)F
• InChI: 1S/C6H7F3O2/c1-2-11-4-3-5(10)6(7,8)9/h3-4H,2H2,1H3/b4-3+
• InChI key: YKYIFUROKBDHCY-ONEGZZNKSA-N

Description

General description

4-Ethoxy-1,1,1-trifluoro-3-buten-2-one reacts with phenylmagnesium bromide to afford ethoxy group substitution products, while it reacts with organozinc compounds to yield products arising from 1,2-addition to the carbonyl group. 4-Ethoxy-1,1,1-trifluoro-3-buten-2-one on heating with triethyl phosphite affords [4+2] cycloaddition product, 2,2,2-triethoxy 2,3-dihydro-3-ethoxy-5-trifluoromethyl-1,2λ⁵-oxaphospholene, which on hydrolysis affords a 2-oxo-2-hydroxy-2, 3-dihydro-3-hydroxy 5-trifluoromethyl-1,2λ⁵-oxaphospholen. It reacts with amino to give the N-protected amino acids, which is useful for the peptide synthesis.

Application

4-Ethoxy-1,1,1-trifluoro-3-buten-2-one may be used in the synthesis of 4-dialkylamino-1,1,1-trifluorobut-3-ene-2-ones. It may be used for the synthesis of β-alkyl- or dialkylamino substituted enones bearing a CF₃ group.

Safety Information

• pictograms: GHS02,GHS08
• signalword: Warning
• hcodes: H226,H351,H412
• pcodes: P202 - P210 - P233 - P240 - P273 - P308 + P313
• Hazard Classifications: Aquatic Chronic 3 - Carc. 2 - Flam. Liq. 3
• Storage Class: 3 - Flammable liquids
• flash_point_f: 125.6 °F - closed cup
• flash_point_c: 52 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter