26103-07-1

Basic information

• Product Name: Chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether
• Synonyms: Chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether;1,1,1,3,3,3-Hexafluoro-2-chloromethoxypropane;Chloromethyl 1,1,1,3,3,3-hexafluoro-2-propyl ether;Chloromethyl hexafluoroisopropyl ether;Ether chloromethyl 2,2,2-trifluoro-1-(trifluoromethyl)ethyl;2-(Chloromethoxy)-1,1,1,3,3,3-hexafluoropropane;Chloromethyl-1,1,1,3,3,3-Hexafluoroisopr;1,1,1,3,3,3-Hexafluoroisopropyl chloromethyl ether
• CAS NO: 26103-07-1
• Molecular Formula: C₄H₃ClF₆O
• Molecular Weight: 216.5094392
• Mol File: 26103-07-1.mol

Chemical Properties

• Boiling Point: 95℃
• Flash Point: 11℃
• Appearance: /
• Density: 1.488
• Vapor Pressure: 52.835mmHg at 25°C
• Refractive Index: 1.31
• CAS DataBase Reference: Chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: Chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether(26103-07-1)
• EPA Substance Registry System: Chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether(26103-07-1)

Safety Data

• Hazardous Substances Data: 26103-07-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether is used as a solvent in organic synthesis for its ability to dissolve a wide range of organic compounds and facilitate various chemical reactions.
Used in Industrial Chemical Production:
In the chemical industry, Chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether is utilized as a solvent in the production of various industrial chemicals, contributing to the synthesis and processing of these compounds.
Used in Pharmaceutical Manufacturing:
Chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether is employed in the pharmaceutical sector as a solvent for the synthesis of certain pharmaceuticals, aiding in the development of new drugs and medicines.
Used as a Reagent in Organic Chemistry Research and Development:
Chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether is also used as a reagent in the preparation of specific organic compounds, making it an essential tool in advancing organic chemistry research and development.
It is crucial to handle Chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether with care due to its potential risks to human health and the environment if mismanaged.

InChI:InChI=1/C4H3ClF6O/c5-1-12-2(3(6,7)8)4(9,10)11/h2H,1H2

Upstream product

• 110-88-3 1,3,5-Trioxan 
• 920-66-1 1,1,1,3',3',3'-hexafluoro-propanol 
• 28523-86-6 sevoflurane 
• 50-00-0 formaldehyd 
• 194039-83-3 bis {[2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]methyl} ether 
• 1016982-73-2 dihexafluoro isopropanol triformal 
• 13171-18-1 1,1,1,3,3,3-hexafluoro-2-methoxypropane 

Downstream Products

• 28523-86-6 sevoflurane 
• 920-66-1 1,1,1,3',3',3'-hexafluoro-propanol 
• 206756-25-4 2-Chloromethoxy-1,1,3,3,3-pentafluoro-propene 
• 1357476-59-5 bis-1,3-(1,1,1,3,3,3-hexafluoroiso-propoxymethyl)imidazolium chloride 
• 1357476-58-4 1-(1,1,1,3,3,3-hexafluoroisopropoxy-methyl)-3-methylimidazolium chloride 

Relevant articles and documents

An efficient and environmentally friendly synthesis of the inhalation anesthetic sevoflurane

We report a new, high yield, single vessel synthesis of the general anesthetic sevoflurane. The new synthesis consists of a two-stage fluoromethylation of hexafluoroisopropanol. In the first stage, hexafluoroisopropanol is chloromethylated using aluminum trichloride and trioxane. In the second stage fluorine exchange is carried out using potassium fluoride and poly(ethylene glycol). Sevoflurane is distilled directly from the reaction vessel yielding material of 99.95% purity. The overall yield of the process is 65-70%.

A safe and efficient process for the synthesis of the inhalation anesthetic sevoflurane

A novel method for the synthesis of 1,1,1,3,3,3-hexafluoro-2-(fluoromethoxy)propane (sevoflurane) is described. Starting from commercially available 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP), the process involves a novel, safe and efficient fluoro-methylation protocol in a two-step, one-vessel procedure. The method avoids many of the hazards and complications of the current process for sevoflurane manufacture. The new method is easily scaled up to afford 10-kg batches of 99.4% pure sevoflurane.

Method for synthesizing sevoflurane intermediate

The invention discloses a method for synthesizing a sevoflurane intermediate. The method specifically comprises the processes that hexafluoroisopropanol, aluminum chloride anhydrous and paraformaldehyde are dissolved in acetonitrile and react in a homogeneous condition, and then through acidification by a hydrochloric acid solution, standing, separation and water washing, the sevoflurane intermediate chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether is obtained. The method for synthesizing the sevoflurane intermediate has the advantages that the acetonitrile is taken as a solvent to make thereaction system tend to be homogeneous, thereby solving the problem that stirring is difficult due to the conglomeration of viscous by-products during the reaction, so that the reaction is more complete; the acetonitrile can be removed through water washing, so that it is avoided that the organic solvent is removed through high temperature rectification, thereby avoiding the occurrence of side reactions in the high temperature rectification process, and improving the purity and yield of the reaction product chloromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether; the reaction process is simple, nospecial equipment is required, and the method is suitable for industrial production.

Preparation method of chloromethyl hexafluoroisopropyl ether

The invention relates to a preparation method of chloromethyl hexafluoroisopropyl ether. In particular, the present invention relates to the preparation method of the chloromethyl hexafluoroisopropylether, wherein a solvent used in a reaction comprises chloromethyl hexafluoroisopropyl ether. The preparation method introduces a self product as the solvent, not only solves the solidification phenomenon generated in a reaction system in the reaction process, but also greatly improves the purity of the product, and is advantageous for industrial production.

Method for recycling sevoflurane impurity F(1)

The invention discloses a method for recycling a sevoflurane impurity F(1) in a sevoflurane crude product so as to reduce environment pollution. According to the method, aluminum trichloride, low-polymerization-degree paraformaldehyde and the sevoflurane impurity F(1) are reacted and the sevoflurane impurity F(1) is transformed into a key intermediate, namely hexafluoroisopropyl methyl ether, of sevoflurane; the key intermediate is utilized and transformed into a useful reagent, so that the clean production of the sevoflurane is realized.

Method for recycling sevoflurane impurity F(1)

The invention discloses a method for recycling a sevoflurane impurity F(1) in a sevoflurane coarse product to reduce the environment pollution. The method transforms a fluorine-containing effluent hard to degrade in the natural environment into a useful reagent, the environment pollution is reduced, the cost is lowered, and the clean production of sevoflurane is implemented.

Method for synthesizing chloromethy-1,1,1,3,3,3-hexafluoroisopropyl ether

The invention discloses a method for synthesizing chloromethy-1,1,1,3,3,3-hexafluoroisopropyl ether. The method includes the steps that 1, hexafluoroisopropanol and paraformaldehyde are added to a high-pressure reaction kettle, anhydrous aluminium trichloride is added to the high-pressure reaction kettle after even stirring, the temperature in the high-pressure reaction kettle is controlled to be 0-50 DEG C, then carbon dioxide gas is led to the kettle, heat-preservation stirring reaction is performed after gas leading is completed, and the adding amount of the carbon dioxide gas is used for making carbon dioxide in a liquid or supercritical state; 2, the carbon dioxide is discharged out, the reaction material is dissolved with hydrochloric acid, an organic layer is separated out and is washed with water to obtain the chloromethy-1,1,1,3,3,3-hexafluoroisopropyl ether. The method uses the liquid or supercritical carbon dioxide as a solvent to facilitate stirring and make the reaction performed completely, the carbon dioxide is easily separated from a product, the complicated post-treatment process is omitted, the yield of the product is 90% or above, and the purity is 98% or above.

Synthesis and X-ray crystal structure of fluorous imidazolium salts

Synthesis of two salts involving CH2O spacer between the imidazole nitrogen and hexafluoroisopropyl group in the fluorous imidazolium cations is reported. Such an insertion would result in the formation of a-ammonium ether. The two fluorous imidazolium salts involve one or two-CH 2OCH(CF3)2 groups attached to the imidazole nitrogen atoms. These products were synthesized from the reaction between methyimidazole and imidazole as nucleophiles and sevochlorane, ClCH 2OCH(CF3)2, as electrophile, in different molar ratios. The resulting products have been characterized by 1H, 13C, and 19F NMR and FTIR spectroscopy. Also, the single crystal X-ray diffraction analysis for the symmetrically substituted imidazolium product is presented. The preliminary animal tests indicated no anesthetic property but the two tested salts were found to behave as calmative.

METHOD OF SYNTHESIZING SEVOFLURANE

The present invention provides a method of synthesizing sevoflurane, which comprises the following steps: taking hexafluoro isopropanol as the starting material and reacting it with trioxymethylene (or paraformaldehyde) in the presence of acid to generate dihexafluoro isopropanol formal derivatives, adding anhydrous aluminum trihalide to generate halomethyl 2,2,2-trifluoro-1-(trifluoromethyl) ethyl ether, then reacting the halomethyl compound with metal fluoride to form the sevoflurane. The method is of low cost, and the reaction condition is easy to implement, and produces sevoflurane in large scale.

METHOD OF SYNTHESIZING SEVOFLURANE

The present invention provides a method of synthesizing sevoflurane, which comprises the following steps: taking hexafluoro isopropanol as the starting material and reacting it with trioxymethylene (or paraformaldehyde) in the presence of acid to generate dihexafluoro isopropanol formal derivatives, adding anhydrous aluminum trihalide to generate halomethyl 2,2,2-trifluoro-1-(trifluoromethyl)ethyl ether, then reacting the halomethyl compound with metal fluoride to form the sevoflurane. The method is of low cost, and the reaction condition is easy to implement, and produces sevoflurane in large scale.