cas 756-13-8, Perfluoro(2-methyl-3-pentanone)

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Method for synthesizing perfluoro(2-methyl-3-pentanone)
The invention discloses a method for synthesizing perfluoro(2-methyl-3-pentanone). The method comprises the following steps: in the presence of a polar aprotic solvent, carrying out an isomerization synthesis reaction in a micro-channel reactor by taking perfluoro-2,3-epoxy-2-methylpentane as a raw material and using an organic amine or metal fluoride as a catalyst to obtain a reaction product, and sequentially carrying out standing separation and rectification treatment on the reaction product to obtain perfluoro(2-methyl-3-pentanone). According to the invention, a reaction is performed by using a micro-channel reactor, so that the whole isomerization synthesis reaction cannot contact water or water vapor so as to avoid the generation of by-products and improve the conversion rate and theyield of the perfluoro(2-methyl-3-pentanone); and raw materials and a catalyst are subjected to high-speed uniform mixing and heat and mass transfer in the micro-channel reactor, so that the rate ofthe synthesis reaction is increased, the continuous and efficient synthesis of perfluoro(2-methyl-3-pentanone) is realized, and the method is good in repeatability, rapid in system response, easy forautomatic control and amplified production, almost free of amplification effect, high in safety, less in three wastes and easy for industrial production.
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Paragraph 0015; 0032-0075

(2020/04/22)

Preparation method of perfluoroketone
The invention discloses a preparation method of perfluoroketone. According to the preparation method, in an organic solvent, in the presence of a catalyst metal fluoride and a cosolvent, an addition reaction is performed on perfluoroolefin R1R2C=CR3R4 (R1, R2, R3 and R4 adopt a general formula of CnF2n+1 and n is a non-negative integer set) and acyl fluoride R5-COF (R5 adopts a general formula ofCmF2m+1 and m is a non-negative integer set) to obtain the perfluoroketone CFR3R4-CR1R2-COR5 (R5 is perfluoroalkyl) or CFR3R4-CR1R2-C(O)-CR1R2-CFR3R4 (R5 is an F atom). By the preparation method, theperfluoroolefins and the acyl fluoride are easy to obtain and low in price and the yield of perfluoroketone is high; a route is easy to industrialize.
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Paragraph 0072; 0073

(2018/09/13)

Method for preparing pentafluoride ethyl perfluoro isopropyl ketone through gas phases
The invention discloses a method for preparing pentafluoride ethyl perfluoro isopropyl ketone through gas phases. The method is characterized in that under the existence of addition catalysts, hexafluoropropylene and hexafluoropropylene oxide or pentafluoropropionyl fluoride take gas phase addition reaction to obtain the pentafluoride ethyl perfluoro isopropyl ketone, or tetrafluoroethylene and heptafluorobutyl fluoride take gas phase addition reaction to obtain the pentafluoride ethyl perfluoro isopropyl ketone. The method has the advantages that the reaction route is short; in addition, rawmaterials such as the hexafluoropropylene, the tetrafluoroethylene, the hexafluoropropylene oxide and carbonyl fluoride can be easily obtained; the cost is low; the yield of the pentafluoride ethyl perfluoro isopropyl ketone is high; the continuous large-scale industrial production can be realized through the route.
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Paragraph 0055-0056

(2018/08/03)

Preparation method of perfluoro-2-methyl-3-pentanone
The invention discloses a preparation method of perfluoro-2-methyl-3-pentanon. Under the catalysis of a nitrogen-containing compound, perfluoro-2,3-epoxy-2-methylpentane is re-arranged to form perfluoro-2-methyl-3-pentanone in an aprotic polar solvent. The mass ratio of the perfluoro-2,3-epoxy-2-methylpentane to the nitrogen-containing compound is (20 to 65) to 1, and the mass ratio of the perfluoro-2,3-epoxy-2-methylpentane to the aprotic polar solvent is (1 to 6) to 1; and the reaction temperature is 30 to 150 DEG C, and the reaction time is 1 to 15 hours. The preparation method has the advantages of simple process, low cost, high efficiency and environmental friendliness.
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Paragraph 0025; 0026; 0027; 0028; 0029; 0030; 0031-0056

(2017/06/02)

Preparation method of C6-fluoroketone
The invention discloses a preparation method of C6-fluoroketone. C6-fluoroketone is called perfluoro-2-methyl-3-pentanone. The method includes the steps that in the presence of an organic guanidine catalyst and a solvent, perfluoro-2,3-epoxy-2-methylpentane reacts for 1-5 hours at the temperature of 0-80 DEG C; the organic guanidine catalyst is selected from one of or a mixture of two or more of metformin, bicyclic guanidine, chlorination bicyclic guanidine, tetramethyl guanidine and conjugated tetramethyl guanidine and other guanidyl compounds. The mole yield of the product obtained through the method is larger than 95%, reaction selectivity is high, reaction conditions are mild, and the preparation method is environmentally friendly.
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Paragraph 0013; 0033; 0034

(2016/11/07)

Method for preparing perfluoro ethyl isopropylacetone
The invention provides a preparation method of perfluorethyl isopropyl ketone. The preparation method specifically comprises the step of: with a hexafluoropropylene dipolymer mixture and perfluo-4-methyl-2-amylene or perfluo-2-methyl-2-amylene as raw materials, carrying out reaction processes such as olefin epoxidation, structural rearrangement of epoxide to prepare the perfluorethyl isopropyl ketone. An aprotic polar solvent, a catalyst and a phase transfer catalyst are used in a preparation process, high selectivity and high transformation rate of all steps of reactions are realized, and after a reaction mixture is simply separated so that an intermediate and a perfluorethyl isopropyl ketone product with high quality can be obtained. Meanwhile, a one-pot technology of double bond isomerization and epoxidation reaction is established. The preparation method provided by the invention has the characteristics that raw materials are easily available, the cost is low, reaction conditions are mild, operation is safe and simple, reaction selectivity and transformation rate are high, little environment influence is low; therefore, the preparation method is suitable for industrial application.
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Paragraph 0019-0023

(2017/01/19)

PREPARATION METHOD FOR PERFLUORO-2-METHYL-3-PENTANONE AND INTERMEDIATE
Disclosed is a preparation method for perfluoro-2-methyl-3-pentanone. In the presence of fluoride salts and ether compounds, perfluoro-2, 3-epoxide-2-methyl pentane is converted into perfluoro-2-methyl-3-pentanone by a catalytic rearrangement reaction, which has characteristics such as mild action condition, fast reaction rate, high reaction selectivity and high yield. The prepared perfluoro-2-methyl-3-pentanone can be used as detergent, solvent and extinguishant. The perfluoro-2, 3-epoxide-2-methyl pentane is prepared by using perfluoro-2-methyl-2-amylene as raw material to react with sodium hypochlorite, and the perfluoro-2-methyl-2-amylene raw material is prepared through the catalytic isomerization reaction by using perfluoro-4-methyl-2-amylene as raw material.
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Paragraph 0053

(2015/05/05)

Catalytic synthesis of certain perfluorinated ketones and study of their structure by 19F NMR spectroscopy
An efficient catalyst of a perfluorinated ketone synthesis of a high selectivity in the absence of solvent was proposed. Products of reaction of perfluorinated fluorides of various structures with tetrafluoroethylene and hexafluoropropylene in the presence of efficient catalysts without solvent were examined. The structure of the resulting products and their isomeric composition were identified by 19F NMR spectrscopy. Pleiades Publishing, Ltd., 2013.
Fenichev,Berenblit,Bispen,Lebedev,Moldavskii
p. 1243 - 1251
(2014/02/14)

Development of technology of perfluoroethyl isopropyl ketone production
Synthesis of perfluoroethyl isopropyl ketone by an interaction of hexafluoropropene with perfluoropropionic acid fluoride or hexafluoropropene oxide was examined. Interchangeability of perfluoropropionic acid fluoride and hexafluoropropene oxide was demonstrated. The features of perfluoroethyl isopropyl ketone synthesis were studied in polar aprotic solvents on catalysts: alkali metal fluoride. A method for obtaining perfluoroethyl isopropyl ketone by direct catalytic reaction in a tubular reactor without use of solvents was suggested and investigated. The mechanism of interaction was considered. The main impurities resulting in obtaining perfluoroethyl isopropyl ketone were determined. The methods of cleaning perfluoroethyl isopropyl ketone were worked out.
Fenichev,Babenko,Bispen,Moldavskii
p. 376 - 386
(2013/07/05)

2,3-Epoxyperfl uoro-2-methylpentane in reactions with urea and thiourea
2,3-Epoxyperfl uoro-2-methylpentane reacts with thiourea in protic (methanol, 2-propanol) and aprotic (dioxane) solvents, and also with urea in acetonitrile affording unexpected products: 1-(2,2,3,3,3-pentafl uoropropionyl)- 2-(2,2,2-trifl uoro-1-trifl uoro-methylethyl)isothiourea, and 1-(2,2,3,3,3-pentafl uoropropionyl)-3-(2,2,2-trifl uoro-1- trifl uoro-methylethyl)urea respectively that result from the rearrangement of the intermediately formed ketone in the process of the intramolecular "haloform" cleavage. At the same time in dioxane the 2,3-epoxyperfl uoro- 2-methylpentane reacts with urea with the formation of a heterocyclic compound, 2-amino-4-pentafl uoroethyl- 5,5-bis(trifl uoromethyl)-4,5- dihydrooxazol-4-ol. From 1-(2,2,3,3,3-pentafl uoropropionyl)-2-(2,2,2-trifl uoro-1- trifl uoromethylethyl)isothiourea and Cu(OAc)2 a stable fl uorine-containing chelate complex was obtained. Pleiades Publishing, Ltd., 2011.
Filyakova,Saloutina,Zapevalov,Slepukhin,Kodess,Saloutin
experimental part
p. 650 - 658
(2011/08/10)

Synthesis and studies of nucleophilic reactions of vicinal bis(fluorosulfonyloxy)perfluoroisononanes
The addition of peroxydisulfuryl difluoride (FSO3)2 to isomeric perfluoroisononenes (perfluoropropylene trimers) was studied. Isomers containing the trisubstituted C=C bond form adducts which were converted to the corresponding ketofluorosulfates under the action of weak nucleophiles (DMF and AcONa/AcOH) and underwent haloform-type decomposition under the action of CsF to form perfluoroalkenyl fluorosulfates and products of their subsequent conversions.
Avetisyan,Cherstkov,Tumanskii,Sterlin
p. 2429 - 2433
(2007/10/03)

ELECTROPHILIC ISOMERIZATION OF FLUOROALIPHATIC OXYGEN-CONTAINING COMPOUNDS
An unusual electrophilic cyclization of fluorine-containing carbonyl compounds and α-oxides was discovered.Upon the action of SbF5, perfluorinated ketones, diketones, and α-oxides isomerize to oxolanes.This reaction proceeds with the obligatory participation of the terminal CF3 group.
Chepik, S.D.,Cherstkov, V.F.,Mysov, E.I.,Aerov, A.F.,Galakhov, M.V.,et al.
p. 2285 - 2291
(2007/10/02)

THE ADDITION OF (FSO2O)2 TO TRIMERS OF HEXAFLUOROPROPENE
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Avetisyan, E.,Cherstkov, V.,Sterlin, S. R.,German, L. S.
p. 405
(2007/10/02)

FLUOROALIPHATIC ESTERS OF FLUOROSULFONIC ACID. 2. REACTION BIS(FLUOROSULFATO)PERFLUOROALKANES WITH CESIUM FLUORIDE
2,3-Bis(fluorosulfato)perfluoroalkanes split under the action of CsF in the absence of solvents, giving a mixture of α-fluorosulfatoperfluoro ketones, perfluoroalkene sulfates, and perfluoro α-diketones.The occurence of these reactions in solutions results mainly in the formation of oxides of the corresponding fluoroolefins or products of their conversions.The reactions carried out are the first examples of nucleophilic substitution at a secondary carbon atom in a perfluorinated saturated chain.
Rogovik, V. M.,Delyagina, N. I.,Mysov, E. I.,Cherstkov, V. F.,Sterlin, S. R.,German, L. S.
p. 1870 - 1876
(2007/10/02)

ISOMERIC TRANSFORMATIONS OF INTERNAL PERFLUORINATED α-OXIDES
The isomeric transformation of the oxides of internal perfluorinated olefins into ketones by the action of alkali-metal fluorides and antimony pentafluoride were studied.The direction of opening of the α-oxide ring in the unsubstituted perfluorinated olefins in the presence of alkali-metal fluorides is determined largely by steric factors.Opening of the epoxide ring by the action of antimony pentafluoride is equally probable in both possible directions.
Zapevalov, A.Ya.,Filyakova, T.I.,Kolenko, I.P.,Kodess, M.I.
p. 80 - 85
(2007/10/02)

SYNTHESIS AND REACTIONS OF THE OXIDES OF HEXAFLUOROPROPYLENE TRIMERS
By the oxidation of the hexafluoropropylene trimers with an aqueous solution of sodium hypochlorite in the presence of acetonitrile the following α-oxides were obtained: 2,3-Epoxyperfluoro-3-isopropyl-4-methylpentane and 2,3-epoxyperofluoro-3-ethyl-2,4-dimethylpentane.According to the 19F NMR data, the epoxidation takes place stereoselectively with the formation of only one conformer of the α-oxide in each case.The determining effect of the steric factors on the reactivity of the oxides of hexafluoropropylene trimers in reaction with nucleophiles was demonstrated.
Zapevalov, A. Ya.,Filyakova, T. I.,Peschanskii, N. V.,Kodess, M. I.,Kolenko, I. P.
p. 1933 - 1938
(2007/10/02)

SYNTHESIS AND SOME REACTIONS OF 2-X-PERFLUORO-2-METHYL-3-PENTANONES
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Saloutina, L. V.,Filyakova, T. I.,Zapevalov, A. Ya.,Kodess, M. I.,Kolenko, I. P.
p. 1685 - 1687
(2007/10/02)