| Identification | More | [Name]
Ethyl 2-(ethoxymethylene)-4,4,4-trifluoroacetoacetate | [CAS]
571-55-1 | [Synonyms]
ETHYL 2-(ETHOXYMETHYLENE)-4,4,4-TRIFLUORO-3-OXOBUTYRATE
ETHYL 2-(ETHOXYMETHYLENE)-4,4,4-TRIFLUOROACETOACETATE
ETHYL 3-ETHOXY-2-(2,2,2-TRIFLUOROACETYL)ACRYLATE
ETHYL ETHOXYMETHYLENE-3-OXO-4,4,4-TRIFLUOROBUTYRATE
ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxobu
ETHYL 2-(ETHOXYMETHYLENE)-4,4,4-TRIFLUOR O-3-OXOBUTYRATE, 96%, CIS AND TRANS
ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxobutyrate,mixture of cis and trans
Ethyl 2-(ethoxymethylene)-3-oxo-4,4,4-trifluorobutyrate 97%
Ethyl 2-(ethoxymethylene)-4,4,4-
ETHYL ETHOXYMETHYLENE-3-OXO-4,4,4-TRIFLUOROBUTYRATE (MIXTURE OF CIS/TRANS ISOMERS) | [EINECS(EC#)]
611-474-9 | [Molecular Formula]
C9H11F3O4 | [MDL Number]
MFCD02677683 | [Molecular Weight]
240.18 | [MOL File]
571-55-1.mol |
| Chemical Properties | Back Directory | [Boiling point ]
80-82 °C1 mm Hg(lit.)
| [density ]
1.235 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.429(lit.)
| [Fp ]
220 °F
| [storage temp. ]
2-8°C | [form ]
clear liquid | [color ]
Light orange to Yellow to Green | [Specific Gravity]
1.239 | [InChI]
InChI=1S/C9H11F3O4/c1-3-15-5-6(8(14)16-4-2)7(13)9(10,11)12/h5H,3-4H2,1-2H3 | [InChIKey]
XNGGOXOLHQANRB-WAYWQWQTSA-N | [SMILES]
C(OCC)(=O)C(=COCC)C(=O)C(F)(F)F | [CAS DataBase Reference]
571-55-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29171900 |
| Hazard Information | Back Directory | [Uses]
Ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxobutyrate may be employed as a starting reagent for the synthesis of 1-methyl-3-trifluoromethyl-1H-pyrazole-4- carboxylic acid. | [General Description]
Ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxobutyrate has been reported to participate in the microwave-assisted synthesis of ethyl 1-[4-(2,3,3-trichloroacrylamido)phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate. | [Synthesis]
General procedure for the synthesis of ethyl ethoxy-2-methylene trifluoroacetoacetate from triethyl orthoformate and ethyl trifluoroacetoacetate: ethyl 4,4,4-trifluoro-3-oxobutanoate (30 g, 162.9 mmol) was added to a solution of acetic anhydride (50 mL) containing triethoxymethane (72.4 g, 488.8 mmol). The reaction mixture was stirred continuously at 135 °C for 18 hours. Upon completion of the reaction, the brown mixture was concentrated to afford ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxobutanoate (38 g, 97.1% yield), the product was a brown oil that could be used in subsequent reactions without further purification. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 1.23-1.33 (m, 3H), 1.40 (dt, J = 14.18, 7.19 Hz, 3H), 4.19-4.36 (m, 4H), 7.66-7.87 (m, 1H). | [References]
[1] Journal of medicinal chemistry, 2000, vol. 43, # 21, p. 3995 - 4004
[2] Patent: US2018/170909, 2018, A1. Location in patent: Paragraph 0824; 0825
[3] Patent: CN106432183, 2017, A. Location in patent: Paragraph 0031; 0032
[4] Patent: WO2016/151403, 2016, A1. Location in patent: Paragraph 00520
[5] Journal of Molecular Structure, 2018, vol. 1171, p. 631 - 638 |
|
|