No renderable structure data available
C(=O)(C(F)(F)F)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2,2,2-trifluoroacetyl fluoride |
|---|---|
| IUPAC Name | — |
| CAS Number | 354-34-7 |
| Database ID | 67716 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2,2,2-trifluoroacetyl fluoride (CAS 354-34-7) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 67716
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8810e15dd8d74a7385d187b859407309Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The procedure described in Example 9 is employed in which 10.2 grams hexafluoropropylene is condensed in at high pressure and 12 grams liquid carbon dioxide is added. The temperature is raised to 60° C., and the cell is charged with molecular oxygen to approximately 2,500 psi. Oxygen is supplied continuously to the reactor. 0.5 grams of a clear fluid is collected in the cold trap corresponding to a 5% yield of perfluoropolyether (based on hexafluoropropylene). Analysis using 19F NMR spectroscopy is consistent with a perfluoropolyether structure. Analysis of portions of the gaseous products shows evidence of carbonyl fluoride and trifluoroacetyl fluoride in addition to other low molar mass fluorooxy compounds.
Source ID: ord-8d714edf3b454d60b7576e4d22df60ddConditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Trifluoroacetyl fluoride (6 g, 0.051 mole) is bubbled into a mixture of KF (2.4 g, 0.041 mole) and dry diglyme (15 ml). The reaction mixture is stirred at 20° C. for 30 minutes and then CH2═C(CF3)CF2OSO2F (10 g, 0.041 mile) is added gradually. The resulting mixture is stirred at 20° C. for 1 hour. Hexafluoroisobutylene is distilled from the reaction mixture and the residue is poured into water. The organic layer. is separated, washed in turn with aqueous sodium bicarbonate solution and water, and then dried over MgSO4. Distillation gives 3,3-Difluoro-3-pentafluoroethoxy-2-trifluoromethylpropene (CH2═C(CF3)CF2OCF2CF3) (3.5 g, 31% yield, b.pt. 67° C.). The resulting mixture is stirred at 20° C. for 1 hour Hexafluoroisobutylene is distilled from the reaction mixture the residue is poured into water is separated washed in turn with aqueous sodium bicarbonate solution and water dried over MgSO4 Distillation
Source ID: ord-aaafe8030fd246c1927a22706221032dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The procedure described in Example 9 is employed in which 10.2 grams hexafluoropropylene is condensed in at high pressure and 12 grams liquid carbon dioxide is added. The temperature is raised to 60° C., and the cell is charged with molecular oxygen to approximately 2,500 psi. Oxygen is supplied continuously to the reactor. 0.5 grams of a clear fluid is collected in the cold trap corresponding to a 5% yield of perfluoropolyether (based on hexafluoropropylene). Analysis using 19F NMR spectroscopy is consistent with a perfluoropolyether structure. Analysis of portions of the gaseous products shows evidence of carbonyl fluoride and trifluoroacetyl fluoride in addition to other low molar mass fluorooxy compounds.
Source ID: ord-8d714edf3b454d60b7576e4d22df60ddConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The procedure described in Example 9 is employed in which 10.2 grams hexafluoropropylene is condensed in at high pressure and 12 grams liquid carbon dioxide is added. The temperature is raised to 60° C., and the cell is charged with molecular oxygen to approximately 2,500 psi. Oxygen is supplied continuously to the reactor. 0.5 grams of a clear fluid is collected in the cold trap corresponding to a 5% yield of perfluoropolyether (based on hexafluoropropylene). Analysis using 19F NMR spectroscopy is consistent with a perfluoropolyether structure. Analysis of portions of the gaseous products shows evidence of carbonyl fluoride and trifluoroacetyl fluoride in addition to other low molar mass fluorooxy compounds.
Source ID: ord-8d714edf3b454d60b7576e4d22df60ddConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8810e15dd8d74a7385d187b859407309Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Trifluoroacetyl fluoride (6 g, 0.051 mole) is bubbled into a mixture of KF (2.4 g, 0.041 mole) and dry diglyme (15 ml). The reaction mixture is stirred at 20° C. for 30 minutes and then CH2═C(CF3)CF2OSO2F (10 g, 0.041 mile) is added gradually. The resulting mixture is stirred at 20° C. for 1 hour. Hexafluoroisobutylene is distilled from the reaction mixture and the residue is poured into water. The organic layer. is separated, washed in turn with aqueous sodium bicarbonate solution and water, and then dried over MgSO4. Distillation gives 3,3-Difluoro-3-pentafluoroethoxy-2-trifluoromethylpropene (CH2═C(CF3)CF2OCF2CF3) (3.5 g, 31% yield, b.pt. 67° C.). The resulting mixture is stirred at 20° C. for 1 hour Hexafluoroisobutylene is distilled from the reaction mixture the residue is poured into water is separated washed in turn with aqueous sodium bicarbonate solution and water dried over MgSO4 Distillation
Source ID: ord-b5dac57fbe4e4c0e92e0af8d0007ae02Conditions: temp:-30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At −30° C., trifluoroacetyl fluoride (18.3 g, 0.16 mol; 99.5%) was introduced into a solution of methyl 3-piperidin-1-ylacrylate (97%, 25 g, 0.14 mol) and KF (12.5 g, 0.51 mol) in toluene (250 ml). The reaction mixture was stirred at −30° C. for 3 h and then, over a period of one hour, warmed to room temperature. The reaction mixture was washed with deionized water (400 ml). After phase separation, the aqueous phase was extracted once with toluene (200 ml). The toluene phases were combined and, under reduced pressure, concentrated to about 600 ml. The reaction solution obtained in this manner was, at −50° C., added dropwise to a solution of methylhydrazine (7.4 g, 0.16 mol) in toluene (150 ml). The reaction mixture was stirred at −50° C. for 2 h and then, over a period of one hour, warmed to room temperature. Aqueous sodium hydroxide solution (10% strength, 69.4 g, 0.17 mol) was then added, and the reaction mixture was heated under reflux conditions for 2 h. After cooling to room temperature, the phases were separated. The toluene phase was extracted with aqueous sodium hydroxide solution (10% strength, 100 ml). The aqueous phases were combined, adjusted to pH 1 using hydrochloric acid (conc.) and cooled to 0° C. The precipitated solid was filtered off, washed with cyclohexane and, at 60° C., dried under reduced pressure. 3-trifluoromethyl-1-methyl-1H-pyrazol-4-ylcarboxylic acid was obtained in an amount of 21.8 g and a purity of 98% (according to 1H-NMR) (yield: 0.12 mol, 81%). over a period of one hour warmed to room temperature The reaction mixture was washed with deionized water (400 ml) After phase separation the aqueous phase was extracted once with toluene (200 ml) concentrated to about 600 ml The reaction solution obtained in this manner was, at −50° C. The reaction mixture was stirred at −50° C. for 2 h over a period of one hour warmed to room temperature the reaction mixture was heated under reflux conditions for 2 h After cooling to room temperature the phases were separated The toluene phase was extracted with aqueous sodium hydroxide solution (10% strength, 100 ml) cooled to 0° C The precipitated solid was filtered off washed with cyclohexane and, at 60° C. dried under reduced pressure
Source ID: ord-f8e6dde68d644896bea52a9e8bdea92cConditions: temp:-30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyl 3-piperidin-1-ylacrylate (97%, 25 g, 0.14 mol) and KF (12.5 g, 76.3 mmol) were initially charged in 250 ml of toluene and cooled to −30° C. At this temperature, trifluoroacetyl fluoride (99.5%, 18.3 g, 0.16 mol) was then introduced. The reaction mixture was stirred at −30° C. for 3 h and then, over a period of one hour, warmed to room temperature. The reaction mixture was washed with deionized water (100 ml). After phase separation, the aqueous phase was extracted once with toluene (100 ml). The toluene phases were combined, washed with an aqueous sat. NaCl solution (100 ml) and then freed from the solvent under reduced pressure. Methyl 4,4,4-trifluoro-3-oxo-2-(piperidin-1-ylmethylidene)butyrate was obtained as an orange solid (amount: 38.0 g; purity according to GC: 98%; yield: 98%). 1H-NMR (CDCl3): δ=1.75 (m, 6H), 3.3 (m, 2H), 3.6 (m, 2H), 3.75 (s, 3H), 7.65 ppm (s, 1H). over a period of one hour warmed to room temperature The reaction mixture was washed with deionized water (100 ml) After phase separation the aqueous phase was extracted once with toluene (100 ml) washed with an aqueous sat. NaCl solution (100 ml)
Source ID: ord-0f891db9256144ecaeb523f906976417Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This exemplified compound may be readily synthesized by the reaction of methyl isocyanate with hydrazine to give 4-methyl-3-thiosemicarbazide followed by cyclocondensation with trifluoroacetic acid as described in U.S. Pat. No. 4,477,459. This compound may also be prepared by the reaction of 4-methyl-3-thiosemicarbazide with trifluoroacetylfluoride and heat (U.S. Pat. No. 3,780,052). heat (U.S
Source ID: ord-b98c545d21194b3c89942f661b4ae0d1Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Trifluoroacetyl fluoride (6 g, 0.051 mole) is bubbled into a mixture of KF (2.4 g, 0.041 mole) and dry diglyme (15 ml). The reaction mixture is stirred at 20° C. for 30 minutes and then CH2═C(CF3)CF2OSO2F (10 g, 0.041 mile) is added gradually. The resulting mixture is stirred at 20° C. for 1 hour. Hexafluoroisobutylene is distilled from the reaction mixture and the residue is poured into water. The organic layer. is separated, washed in turn with aqueous sodium bicarbonate solution and water, and then dried over MgSO4. Distillation gives 3,3-Difluoro-3-pentafluoroethoxy-2-trifluoromethylpropene (CH2═C(CF3)CF2OCF2CF3) (3.5 g, 31% yield, b.pt. 67° C.). The resulting mixture is stirred at 20° C. for 1 hour Hexafluoroisobutylene is distilled from the reaction mixture the residue is poured into water is separated washed in turn with aqueous sodium bicarbonate solution and water dried over MgSO4 Distillation
Source ID: ord-d988015d58064df0929f4ea0f563fc08Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Trifluoroacetyl fluoride (6 g, 0.051 mole) is bubbled into a mixture of KF (2.4 g, 0.041 mole) and dry diglyme (15 ml). The reaction mixture is stirred at 20° C. for 30 minutes and then CH2═C(CF3)CF2OSO2F (10 g, 0.041 mile) is added gradually. The resulting mixture is stirred at 20° C. for 1 hour. Hexafluoroisobutylene is distilled from the reaction mixture and the residue is poured into water. The organic layer is separated, washed in turn with aqueous sodium bicarbonate solution and water, and then dried over MgSO4. Distillation gives 3,3-Difluoro-3-pentafluoroethoxy-2-trifluoromethylpropene (CH2═C(CF3)CF2OCF2CF3) (3.5 g, 31% yield, b.pt. 67° C.). The resulting mixture is stirred at 20° C. for 1 hour Hexafluoroisobutylene is distilled from the reaction mixture the residue is poured into water The organic layer is separated washed in turn with aqueous sodium bicarbonate solution and water dried over MgSO4 Distillation
Source ID: ord-134a76217b16465c8f4d7d8c2b11e39dPubChem References
These sources are listed in the compound's public database record.
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.