13171-18-1

Usage

Uses

Used in Heat Transfer Applications:
Hexafluoroisopropyl methyl ether is used as a heat transfer medium due to its high thermal stability, allowing it to efficiently manage and distribute heat in industrial processes.
Used in Semiconductor Production:
In the semiconductor industry, Hexafluoroisopropyl methyl ether is used as a source of highly reactive atoms, which are essential for the manufacturing of various electronic components. Its ability to generate these reactive atoms when exposed to high temperatures is crucial for the production process.
Used in Chemical Solvents:
Hexafluoroisopropyl methyl ether is used as a solvent in various chemical processes, taking advantage of its powerful solvent properties to facilitate reactions and separations.
Environmental Considerations:
While Hexafluoroisopropyl methyl ether has numerous industrial applications, it is also recognized as a potent greenhouse gas. Therefore, its release into the atmosphere must be carefully managed to minimize its environmental impact.
Safety Considerations:
Although Hexafluoroisopropyl methyl ether is low in toxicity, chronic inhalation exposure may pose health risks. As a result, safety measures should be implemented to protect workers and the public from potential harm.

InChI:InChI=1/C4H4F6O/c1-11-3(7,2(5)6)4(8,9)10/h2H,1H3

Upstream product

• 920-66-1 1,1,1,3',3',3'-hexafluoro-propanol 
• 77-78-1 dimethyl sulfate 
• 74-87-3 methylene chloride 
• 44870-01-1 1,1,1,3,3,3-hexafluoro-2-propanol 
• 28523-86-6 sevoflurane 
• 421-20-5 Methyl fluorosulfonate 
• 124-41-4 sodium methylate 
• 67674-48-0 toluene-4-sulfonic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester 
• 67-56-1 methanol 
• 616-38-6 carbonic acid dimethyl ester 
• 149-73-5 trimethyl orthoformate 
• 85762-91-0 potassium 1,1,1,3,3,3-hexafluoropropoxide 
• 7594-51-6 methyl 3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)propionate 
• 1000699-24-0 C₆H₅F₇O₃ 

Downstream Products

• 26103-07-1 1,1,1,3,3,3-hexafluoroisopropyl chloromethyl ether 
• 353-50-4 Carbonyl fluoride 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 684-16-2 Hexafluoroacetone 

Relevant academic research and scientific papers

Vapor-phase catalytic methylation of 1,1,1,3,3,3-hexafluoroisopropanol for the mass production of 1,1,1,3,3,3-hexafluoroisopropyl methyl ether

With the phasing-out of chlorofluorocarbons and hydrochlorofluorocarbons required by the Montreal and Kyoto Protocols, hydrofluoroethers (HFEs) are now considered to be promising alternatives due to their zero ozone-depletion and low global-warming potentials, and their significant capacities for use in heat-pump and cleaning-agent applications. However, the pollution-free and large-scale synthesis of HFEs has been a long-standing challenge. To address the issue, we previously reported a novel synthetic method for the large-scale production of 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356mmz), a representative HFE, through the vapor-phase methylation of 1,1,1,3,3,3-hexafluoroisopropanol using metal fluorides as catalysts. In this work, mixed oxides of Mg and Al with various Mg/Al2 ratios were employed as alternative catalysts; their abilities to promote the reaction were determined and the methylation mechanism was explored. All Mg-Al mixed oxides promoted the production of HFE-356mmz, albeit with different efficiencies, which were found to be determined by the surface acid-base properties of the catalysts. The results agree well with those obtained using metal fluorides as catalysts and provide new mechanistic evidence. Our study not only offers further evidence of the reaction mechanism, but also affords a more universal and operable process that uses more-common and less-expensive catalysts.

Sensory irritation mechanisms investigated from model compounds: Trifluoroethanol, hexafluoroisopropanol and methyl hexafluoroisopropyl ether

Quantitative structure-activity relationships (QSAR) have suggested the importance of hydrogen bonding in relation to activation of the sensory irritant receptor by nonreactive volatile organic chemicals. To investigate this possibility further, three model compounds with different hydrogen bond acidity, trifluoroethanol, hexafluoroisopropanol and methyl hexafluoroisopropyl ether, were selected for study. The potency of each chemical is obtained from the concentration necessary to reduce respiratory rate in mice by 50% (RD50). The RD50 values obtained were: methyl hexafluoroisopropyl ether (≥ 160,000 ppm), trifluoroethanol (11,400-23,300 ppm), and hexafluoroisopropanol (165 ppm). QSAR showed that trifluoroethanol and methyl hexafluoroisopropyl ether behaved as predicted as nonreactive sensory irritants, whereas hexafluoroisopropanol was much more potent than predicted. The higher than predicted potency of hexafluoroisopropanol could be due to a coupled reaction, involving both strong hydrogen bonding and weak Bronsted acidity. A concerted reaction could thus be more efficient in activation of the receptor. Hydrogen bonding properties and concerted reactions may be important in the activation of the sensory irritant receptor by nonreactive volatile organic chemicals.

METHOD FOR PRODUCING FLUORINE-CONTAINING ETHER

PROBLEM TO BE SOLVED: To provide a method for producing a fluorine-containing ether compound in a safe and efficient manner, in a method for producing a fluorine-containing ether compound using a dialkyl sulfate. SOLUTION: There is provided a method for producing a fluorine-containing ether compound comprising the steps of: (a) reacting a sulfate-forming agent with a first alcohol compound at 50 to 200°C under reduced pressure in a first reactor to generate a gas containing a dialkyl sulfate; and (b) reacting an aqueous solution containing a metal fluorine-containing alkoxide with the dialkyl sulfate generated in the step (a) under reduced pressure in a second reactor to form a fluorine-containing ether compound. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPOandINPIT

A novel vapor-phase catalytic synthetic approach for industrial production of 1,1,1,3,3,3-hexafluoroisopropyl methylether

1,1,1,3,3,3-Hexafluoroisopropylmethyl ether (HFE-356mmz) is an important substitute for chlorofluorocarbons and hydrochlorofluorocarbons due to its zero ozone depletion potential and low global warming potential. However, mass production of HFE-356mmz remains a long-standing challenge. Herein, we applied metal fluorides as catalysts in the methylation of 1,1,1,3,3,3-hexafluoroisopropanol to produce HFE-356mmz for the first time. The catalyst not only improves the synthetic efficiency, but also makes the reaction solvent-free. The pollution-free, recyclable, and continuous synthetic process enables industrial production of HFE-356mmz. To optimize the synthetic efficiency, a series of metal fluorides (AlF3, MgF2, CaF2, SrF2, and BaF2) was used, among which MgF2 exhibited the highest activity. Through careful examination of each metal fluoride, it was found that the activity of the catalyst was determined by co-operative action of the surface acid–base properties and the total amount of surface acid sites. Based on these results, a rational mechanism for the vapor-phase methylation was proposed.

Method for preparing hydrofluoroether through two-step process

The invention discloses a method for preparing hydrofluoroether through a two-step process. With the method provided by the invention, p-toluensulfonyl chloride and fluorine-containing alcohol are subjected to a reaction to obtain p-toluenesulfonate, and the p-toluenesulfonate and sodium alkoxide are subjected to a Williamson ether synthetic reaction to obtain the hydrofluoroether. The method disclosed by the invention has the advantages of cheap and low-toxicity raw materials, mild and controllable reaction conditions, and high yield.

Preparation method of hexafluoroisopropyl methyl ether

The invention discloses a preparation method of 1,1,1,3,3,3-hexafluoroisopropyl methyl ether. The preparation method includes reacting trifluoroacetate with formate to obtain 1,1,1,3,3,3-hexafluoroisopropanol, and applying a methylation reagent to the 1,1,1,3,3,3-hexafluoroisopropanol to obtain the 1,1,1,3,3,3-hexafluoroisopropyl methyl ether. The preparation method has the advantages that raw materials are cheap and easy to obtain, the preparation process is mild and the method is simple to operate.

Method for synthesizing hexafluoroisopropyl methyl ether

The invention discloses a method for synthesizing a hexafluoroisopropyl methyl ether. The hexafluoroisopropyl methyl ether is prepared by reacting hexafluoroisopropanol and methyl fluorosulfonate. Theinvention provides a rapid and high-efficiency method for synthesizing the hexafluoroisopropyl methyl ether, by-products in chemical production are taken as methylation reagents, and the method has significances for improving the environmental protection during the chemical production; moreover, the method disclosed by the invention simultaneously has the advantages of being mild in reaction conditions, high in reaction speed, high in reaction yield, high in reaction selectivity and high in product purity.

Method for preparing hexafluoroisopropyl methyl ether

The invention discloses a method for preparing hexafluoroisopropyl methyl ether. The method comprises that in the presence of a catalyst, hexafluoroisopropanol and dimethyl sulfate undergo a reaction to produce hexafluoroisopropyl methyl ether and the catalyst comprises a main catalyst and a cocatalyst according to a mole ratio of 300: 1 to 30: 1. The method has the advantages of appropriate reaction temperature, simple processes, low cost, high reaction yield, high selectivity, high product purity and environmental friendliness.

Process method for catalytic synthesis of 1,1,1,3,3,3-hexafluoro isopropyl methyl ether

The present invention relates to a process method for catalytic synthesis of 1,1,1,3,3,3-hexafluoro isopropyl methyl ether, and the method includes the steps of preparation of an alkaline hexafluoroisopropanol solution containing a phase transfer catalyst, preparation of hexafluoro isopropyl methyl ether, distillation and purification and the like. The 1,1,1,3,3,3-hexafluoro isopropyl methyl ether is prepared from dimethyl sulfate and hexafluoroisopropanol as raw materials in an alkaline environment under the effect of a soluble quaternary ammonium salt phase transfer catalyst, and product yield and purity are greatly improved.

Friedel-crafts reaction of benzyl fluorides: Selective activation of C-f bonds as enabled by hydrogen bonding

A Friedel-Crafts benzylation of arenes with benzyl fluorides has been developed. The reaction produces 1,1-diaryl alkanes in good yield under mild conditions without the need for a transition metal or a strong Lewis acid. A mechanism involving activation of the C-F bond through hydrogen bonding is proposed. This mode of activation enables the selective reaction of benzylic C-F bonds in the presence of other benzylic leaving groups.