| Identification | Back Directory | [Name]
ETHYL 4,4,4-TRIFLUORO-2-BUTYNOATE | [CAS]
79424-03-6 | [Synonyms]
Ethyl-4,4,4-trifluorotetrolate
Ethyl 4,4,4-trifluorobutynoate
ethyl 4,4-dimethylpent-2-ynoate
ETHYL 4,4,4-TRIFLUORO-2-BUTYNOATE
Ethyl 4,4,4-trifluorobut-2-ynoate
ethyl (Z)-4,4,4-trifluorobutynoate
Ethyl4,4,4-trifluorobut-2-ynoate96%
ethyle4, 4, 4-trifluoro-2-butynoate
Ethyl4,4,4-trifluoro-2-butynoate97%
Ethyl 4,4,4-trifluorobut-2-ynoate 97%
Ethyl 4,4,4-trifluoro-2-butynoate 97%
4,4,4-Trifluoro-2-butynoic acid ethyl ester
4,4,4-Trifluoro-but-2-ynoic acid ethyl ester | [Molecular Formula]
C6H5F3O2 | [MDL Number]
MFCD00192167 | [MOL File]
79424-03-6.mol | [Molecular Weight]
166.1 |
| Chemical Properties | Back Directory | [Appearance]
Clear colorless liquid | [Boiling point ]
96-98 °C(lit.)
| [density ]
1.162 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.350(lit.)
| [Fp ]
43 °F
| [storage temp. ]
Keep Cold | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [color ]
Clear colorless | [Specific Gravity]
1.162 | [Water Solubility ]
Soluble in water (partly). | [BRN ]
3539414 | [Stability:]
Volatile | [InChI]
InChI=1S/C6H5F3O2/c1-2-11-5(10)3-4-6(7,8)9/h2H2,1H3 | [InChIKey]
SFDRHPQGYUYYNX-UHFFFAOYSA-N | [SMILES]
C(OCC)(=O)C#CC(F)(F)F | [CAS DataBase Reference]
79424-03-6 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear colorless liquid | [Uses]
Ethyl 4,4,4-trifluoro-2-butynoate is the suitable reagent used to investigate the regioselectivity of the insertion reaction with cyclometalated iridium and rhodium complexes. It may be used in the preparation of ethyl (Z)-3-iodo-4,4,4-trifluoro-2-butenoate. | [General Description]
Ethyl 4,4,4-trifluoro-2-butynoate is an unsymmetrical internal alkyne. | [Synthesis]
General procedure for the synthesis of ethyl 4,4,4-trifluoro-2-butynoate from ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate:
1. Preparation of reaction materials: ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate (270 g, 617 mmol) and potassium carbonate (54 g, 490 mmol) were weighed.
2. Reaction conditions: The above mixture was heated gradually from 160 °C to 225 °C over a period of 3 h and the reaction was carried out under reduced pressure (mbar vacuum).
3. Isolation of product: Ethyl 4,4,4-trifluoro-2-butynoate was collected by distillation and recovered in a cold trap. 4. Characterization of product: The product was obtained as a shallow product.
4. Characterization of the product: Ethyl 4,4,4-trifluoro-2-butynoate was obtained as a light yellow oil (85 g, 83% yield), the structure of which was confirmed by ES/MS, m/e 167 (M+1). | [References]
[1] Synlett, 2002, # 8, p. 1265 - 1268
[2] Beilstein Journal of Organic Chemistry, 2013, vol. 9, p. 270 - 277
[3] Patent: WO2007/140174, 2007, A2. Location in patent: Page/Page column 45-46
[4] Organic Syntheses, 1992, vol. 70, p. 246 - 246
[5] Journal of Fluorine Chemistry, 1995, vol. 70, # 1, p. 59 - 70 |
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