407771
4-Ethoxy-1,1,1-trifluoro-3-buten-2-one
contains 0.5% BHT as stabilizer, technical grade
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About This Item
Linear Formula:
C2H5OCH=CHCOCF3
CAS Number:
Molecular Weight:
168.11
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form:
liquid
Recommended Products
grade
technical grade
Quality Level
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
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.[1] 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.[2] It reacts with amino to give the N-protected amino acids, which is useful for the peptide synthesis.[3]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 3 - Carc. 2 - Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
125.6 °F - closed cup
Flash Point(C)
52 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis of Trifluoromethylpyrroles and Related Heterocycles from 4-Ethyloxy-1, 1, 1-trifluorobut-3-ene-2-one.
Andrew RJ and Mellor JM.
Tetrahedron, 56(37), 7267-7272 (2000)
The interaction of 4-ethoxy-1, 1, 1-trifluoro-3-buten-2-one with C-nucleophiles-organo-magnesium and-zinc compounds
Gorbunova MG, et al.
Journal of Fluorine Chemistry, 65(1), 25-28 (1993)
The interaction of 4-ethoxy-1, 1, 1-trifluoro-3-buten-2-one with triethyl phosphite.
Gerus II, et al.
Journal of Fluorine Chemistry, 90(1), 1-3 (1998)
Preparation of α, β-unsaturated ketones bearing a trifluoromethyl group and their application in organic synthesis.
Nenajdenko VG, et al.
Molecules (Basel), 2(12), 186-232 (1997)
4-Ethoxy-1, 1, 1-trifluoro-3-buten-2one as a new protecting reagent in peptide synthesis.
Gorbunova MG, et al.
Synthesis, 3, 207-209 (1991)
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