335-42-2

Usage

Uses

Used in Pharmaceutical Industry:
Heptafluorobutyryl fluoride is used as a reagent in the synthesis of pharmaceuticals for its ability to confer specific fluorinated functionalities to the compounds, enhancing their properties and effectiveness.
Used in Agrochemical Industry:
In the agrochemical sector, HFBBF serves as a reagent in the production of agrochemicals, where its fluorinated properties can improve the performance and selectivity of these chemicals in agricultural applications.
Used in Material Science:
Heptafluorobutyryl fluoride is utilized as a key intermediate in the development of fluorinated polymers, which are known for their unique properties such as heat resistance, chemical stability, and non-stick surfaces.
Used in Specialty Chemicals Production:
As a building block, HFBBF is used in the manufacturing of surfactants and specialty chemicals, where its fluorinated nature contributes to the creation of products with tailored properties for specific applications.
Safety Note:
It is crucial to handle Heptafluorobutyryl fluoride with care, as it is hazardous if ingested, inhaled, or comes into contact with the skin or eyes, necessitating proper safety measures during its use and storage.

InChI:InChI=1/C4F8O/c5-1(13)2(6,7)3(8,9)4(10,11)12

Upstream product

• 106-31-0 butanoic acid anhydride 
• 375-22-4 heptafluorobutyric Acid 
• 107-92-6 butyric acid 
• 353-50-4 Carbonyl fluoride 
• 109-99-9 tetrahydrofuran 
• 109-86-4 2-methoxy-ethanol 
• 3852-09-3 methyl 3-methoxypropionate 
• 106-65-0 Dimethyl succinate 
• 118361-35-6 α-Chlorohexafluorobutyryl fluoride 
• 143813-70-1 Perfluoro-cis-2-n-butyl-3-n-propyloxaziridine 
• 684-16-2 Hexafluoroacetone 
• 13330-96-6 4-dimethylamino-1-butanol 
• 78-93-3 butanone 
• 694-02-0 cyclopropane carboxylic acid fluoroanhydride 

Downstream Products

• 375-22-4 heptafluorobutyric Acid 
• 662-50-0 heptafluorobutyramide 
• 336-61-8 2,2,3,3,4,4,4-heptafluoro-N-phenylbutanamide 
• 813-45-6 2H-undecafluoro-2-trifluoromethyl-hexan-3-one 
• 355-42-0 tetradecafluorohexane 
• 2110-93-2 <4-Perfluor-heptyl>-perfluorpropyl-aether 
• 163702-07-6 methyl nonafluorobutyl ether 
• 464-40-4 [3-(2,2,3,3,4,4,4-heptafluorobutanoyloxy)-2,2-bis(2,2,3,3,4,4,4-heptafluorobutanoyloxymethyl)propyl] 2,2,3,3,4,4,4-heptafluorobutanoate 
• 356-27-4 ethyl heptafluorobutyrate 
• 78-40-0 triethyl phosphate 
• 358-74-7 diethyl fluorophosphate 
• 80982-75-8 diethyl ester of pentafluoroisopropenylphosphonic acid 
• 308-67-8 heptafluoro-butyric acid-(4-bromo-anilide) 
• 356-24-1 methyl heptafluorobutyrate 

Relevant academic research and scientific papers

THE FACILE PREPARATION OF HF FREE POLYFLUORINATED ACYL FLUORIDES

The reaction of polyfluorinated acids with the Ishikawa Reagent (FAR) in the presence of NaF gives 59 - 91 percent isolated yields of HF free polyfluorinated acyl fluorides.The reaction is rapid, safe, easily scaled up, and amenable to a one-pot procedure.

Homogeneous catalytic hydrogenation of perfluoro methyl esters

The first example of perfluoroalkyl methyl ester RfC(O)OMe (Rf = C3F7, C5F11) reduction by homogeneous catalytic hydrogenation with the ruthenium catalyst Ru-MACHO is herein reported. The hydrogenation process leads to the corresponding perfluorinated alcohols thus replacing sodium borohydride that has so far represented the state of art in perfluoro ester reduction.

Method for preparing perfluoroisobutyryl fluoride by reaction kettle liquid-phase method

The invention belongs to the field of fluorine chemical industry, and particularly relates to a method for preparing perfluoroisobutyryl fluoride by a reaction kettle liquid-phase method; the perfluoroisobutyryl fluoride is prepared with hexafluoropropylene and carbonyl fluoride as raw materials and a 2-perfluoroalkylbenzothiazole compound as a catalyst. Compared with a traditional reaction kettleliquid-phase one-pot method for preparing perfluorobutyryl fluoride, the method has the advantages that the 2-perfluoroalkylbenzothiazole compound is used as the catalyst, can be dissolved in an acetonitrile solvent and is uniformly coated around the raw material hexafluoropropylene, and the electron donor and acceptor properties of the perfluorobutyryl fluoride can tightly combine carbonyl fluoride free radicals, hexafluoropropylene free radicals and isobutyryl fluoride free radicals generated under an alkaline condition, so as to be beneficial to shortening the reaction time.

Trifluoromethyl Benzoate: A Versatile Trifluoromethoxylation Reagent

Trifluoromethyl benzoate (TFBz) is developed as a new shelf-stable trifluoromethoxylation reagent, which can be easily prepared from inexpensive starting materials using KF as the only fluorine source. The synthetic potency of TFBz is demonstrated by trifluoromethoxylation-halogenation of arynes, nucleophilic substitution of alkyl (pseudo)halides, cross-coupling with aryl stannanes, and asymmetric difunctionalization of alkenes. The unprecedented trifluoromethoxylation-halogenation of arynes proceeds smoothly at room temperature with the aid of a crown ether-complexed potassium cation, which significantly stabilizes the trifluoromethoxide anion derived from TFBz.

Heptafluorobutyric acid and preparation method of derivative thereof

The invention provides a preparation method of heptafluorobutyric acid. The preparation method comprises the following steps: (A) carrying out an electrochemical fluoridation reaction on n-butyric acid, n-butyryl chloride or n-butyryl fluoride with anhydrous hydrogen fluoride, thus obtaining an electrolytic mixed gas, wherein the current density of the electrochemical fluoridation reaction is 0.025 to 0.033 A/cm, and the reaction temperature is 9 to 13 DEG C; a cooling reflux device is arranged in the electrochemical fluoridation reaction, and the temperature of a cooling medium of the cooling reflux device is -45 DEG C; (B) pumping the electrolytic mixed gas obtained in the step (A) into a reaction kettle filled with an acid-binding agent, thus obtaining heptafluorobutyryl fluoride, wherein the acid-binding agent is triethylamine; (C) mixing the heptafluorobutyryl fluoride obtained in the step (B) with water, and hydrolyzing, thus generating a heptafluorobutyric acid water solution; (D) mixing the heptafluorobutyric acid water solution with KOH, and naturally crystallizing until the concentration of the KOH is 40 to 45 percent, thus obtaining potassium heptafluorobutyrate; (E) acidizing the potassium heptafluorobutyrate by using sulfuric acid, thus obtaining the heptafluorobutyric acid.

Products formed at intermediate stages of electrochemical perfluorination of propionyl and n-butyryl chlorides. Further evidence in support of NiF 3 mediated free radical pathway

The partially fluorinated HF soluble intermediates formed during the electrochemical perfluorination of propionyl chloride (PC) and n-butyryl chloride (n-BC) were analyzed after passing 0%, 25%, 50%, 75% and 100% of theoretical charge required for the fluorination of PC and n-BC. The acid fluorides formed were converted to their corresponding sodium salt by alkali treatment and were separated by methanol extraction. The methanol was subsequently removed from the extract by vacuum distillation and the residue containing partially fluorinated sodium carboxylates was analyzed using 19F and 1H NMR spectra. Initial perfluorination on activated electrode surface indicates the operation of 'zipper-mechanism'. Formation of partially fluorinated product mixture, initial selectivity towards primary and secondary carbon, carbon chain isomerization and formation of cleaved and coupled products support the general operation of free radical pathway in the overall electrochemical process.

HYDROFLUOROETHER COMPOUNDS AND PROCESSES FOR THEIR PREPARATION AND USE

A hydrofluoroether compound comprises two terminal, independently fluoroalkyl or perfluoroalkyl groups and an intervening oxytetrafluoroethylidene moiety (—OCF(CF3)—) bonded through its central carbon atom to an alkoxy- or fluoroalkoxy-substituted fluoromethylene moiety (—CF(OR)—), each of the terminal groups optionally comprising at least one catenated heteroatom.

FLUORINE-CONTAINING ETHER COMPOUND

A novel fluorinated ether compound useful as an inert medium is provided. The compound is represented by the following formula (1) such as the compound represented by the following formula (1a) or the compound represented by the following formula (1b): ????????RF1OCFRF2CFRF2ORF1?????(1) ????????F (CF2)4OCF(CF3)CF(CF3)O(CF2)4F?????(1a) ????????F(CF2)6OCF(CF3)CF(CF3)O(CF2)6F?????(1b) wherein the symbols have the following meanings: RF1 is a C4-7 linear perfluoroalkyl group; andRF2 is a fluorine atom or a trifluoromethyl group.

Carbon-chain isomerization during the electrochemical fluorination in anhydrous hydrogen fluoride - A mechanistic study

The compounds i-C4H9SO2F, i-C3H7SO2F and cyclo-C3 H7C(O)F have been subjected to electrochemical fluorination in anhydrous hydrogen fluoride. The resulting products were fully analyzed by NMR spectroscopy. From the reaction balances, literature data and quantum chemical calculations, a new mechanism for carbon-chain isomerization during the electrochemical fluorination (ECF) is proposed. The key step in the formation of isomeric products is believed to be a ring closure reaction involving carbo-cationic or biradical intermediates.

Electrochemical fluorination of 1-ethylpiperazine and 4-methyl- and/or 4-ethylpiperazinyl substituted carboxylic acid methyl esters

Electrochemical fluorination (ECF) of 1-ethylpiperazine and eight methyl esters of 4-methyl- and/or 4-ethylpiperazinyl substituted carboxylic acids were studied. Corresponding perfluoro(4-fluoro-1-ethylpiperazine) was obtained from 1-ethylpiperazine in a small yield along with perfluoro(1-methyl-3-ethylimidazolidine), perfluoro[2-(N′,N′-difluoroaminoethyl)-N,N-diethylamine)] and perfluorotriethylamine. The corresponding mono-basic perfluoroacid fluorides with a perfluoro(4-alkylpiperazinyl) group were obtained in fair to good yields from the fluorination of methyl esters of 4-alkylpiperazinyl-substituted carboxylic acids. Yields of the targeted perfluoro(4-alkylpiperazinyl) group containing perfluorocarboxylic acid fluorides varied depending on both the type of N-alkyl (alkyl=CH3- or C2H5-) group at the 4-position and the (ω-methoxycarbonylalkyl) group at the 1-position of the piperazine ring of the substrate. Higher yields of perfluoroacid fluorides were obtained by the ECF of 4-ethyl substituted piperazine derivatives than of the 4-methyl substituted piperazine derivatives when 4-alkylpiperazines with the same carboxylic acid ester group were fluorinated electrochemically. Spectroscopic data as well as physical properties are described for new perfluoro(1,4-dialkylpiperazines) and N-containing perfluorocarboxylic acids with a perfluoropiperazinyl group.