425-88-7

Basic information

• Product Name: 1,1,2,2-Tetrafluoroethyl methyl ether
• Synonyms: 1,1,2,2-TETRAFLUOROETHYL METHYL ETHER;1,1,2,2-TETRAFLUORO-1-METHOXYETHANE;METHYL 1,1,2,2-TETRAFLUOROETHYL ETHER;Methyl 1,1,2,2-tetrafluoroethyl ether 98%;Methyl1,1,2,2-tetrafluoroethylether98%;1,1,2,2-Tetrafluoro-3-oxabutane;Methyl 1,1,2,2-tetrafluoroethyl ether, 1-Methoxy-1,1,2,2-tetrafluoroethane;Methyl 2H-tetrafluoroethyl ether 98%
• CAS NO: 425-88-7
• Molecular Formula: C₃H₄F₄O
• Molecular Weight: 132.06
• EINECS: 207-039-4
• Product Categories: refrigerants
• Mol File: 425-88-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: -107°C
• Boiling Point: 36-37°C
• Flash Point: -20 °C
• Appearance: /
• Density: 1,294 g/cm3
• Vapor Pressure: 1280mmHg at 25°C
• Refractive Index: 1.284
• BRN: 1737755
• CAS DataBase Reference: 1,1,2,2-Tetrafluoroethyl methyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,2,2-Tetrafluoroethyl methyl ether(425-88-7)
• EPA Substance Registry System: 1,1,2,2-Tetrafluoroethyl methyl ether(425-88-7)

Safety Data

• Hazard Codes: T,Xi,F+
• Statements: 23/24/25-36/37/38-12-11
• Safety Statements: 36/37/39-45-36-33-26-16-9
• RIDADR: 3271
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 425-88-7(Hazardous Substances Data)

Usage

General Description

1,1,2,2-Tetrafluoroethyl methyl ether, also known as CF3CH2OCH3, is a colorless, flammable liquid with a mild ether-like odor. It is a fluorinated ether compound that is primarily used as a solvent in various industrial applications, such as in the production of pharmaceuticals, agrochemicals, and polymers. It is also used as a refrigerant and as a propellant in aerosol products. 1,1,2,2-Tetrafluoroethyl methyl ether is known for its low toxicity and low environmental impact, making it an attractive choice for industries looking for more sustainable and environmentally friendly solvents. However, it is important to handle this chemical with caution as it is highly flammable and can form explosive peroxides when exposed to air.

InChI:InChI=1/C3H4F4O/c1-8-3(6,7)2(4)5/h2H,1H3

Synthetic route

polytetrafluoroethylene (116-14-3) + sodium methylate (124-41-4) → 1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7)

Conditions	Yield
under 14710.2 Torr;
In 1,4-dioxane

methyl hypofluorite (36336-08-0) + 1,1,2-trifluoroethylene (359-11-5) → 1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) + (1,2,2,2-tetrafluoroethyl)methyl ether (50285-05-7)

Conditions	Yield
In [D3]acetonitrile at -78 - 20℃; Title compound not separated from byproducts;

methanol (67-56-1) + polytetrafluoroethylene (116-14-3) → 1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7)

Conditions	Yield
With sodium methylate

benzophenone (119-61-9) + 1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → 1,1-diphenyl-2,2,3,3-tetrafluoro-3-methoxypropan-1-ol

Conditions	Yield
With potassium hexamethylsilazane In toluene at 20℃; for 0.25h; Inert atmosphere;	99%

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → difluoroacetic acid methyl ester (433-53-4)

Conditions	Yield
With water; fluorinated γ-alumina at 180℃; for 0.02h; Product distribution / selectivity; Inert atmosphere; Gas phase;	94.5%

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → 2,2-difluoroacetyl fluoride (2925-22-6)

Conditions	Yield
With alumina; hydrogen fluoride at 220 - 230℃;	90%
With aluminum oxide at 200 - 300℃;	90%
With antimony pentafluoride In 1,2-dichloro-ethane at 25℃; for 3h; Autoclave;

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → Methyl fluoride (593-53-3) + 2,2-difluoroacetyl fluoride (2925-22-6)

Conditions	Yield
antimony pentafluoride In neat (no solvent)	A n/a B 88%
aluminum phosphate treatment with HF at 300C for 72 h at 210℃; Product distribution / selectivity; Inert atmosphere;
With monoaluminum phosphate; hydrogen fluoride at 200℃; Inert atmosphere; Autoclave;

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) + 4,4'-Difluorobenzophenone (345-92-6) → 1,1-bis(4-fluorophenyl)-2,2,3,3-tetrafluoro-3-methoxypropan-1-ol

Conditions	Yield
With potassium hexamethylsilazane In toluene at 20℃; for 0.25h; Inert atmosphere;	75%

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) + N-benzylidene-4-(trifluoromethyl)aniline (351-98-4) → N-(4-trifluoromethylphenyl)-1-phenyl-2,2,3,3-tetrafluoro-3-methoxypropylamine

Conditions	Yield
With potassium hexamethylsilazane In N,N-dimethyl-formamide at -10℃; for 0.5h;	61%

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → potassium 2,2-difluoroacetate

Conditions	Yield
With methanol; potassium hydroxide at 50℃; for 8 - 16h; Product distribution / selectivity;	51.7%

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) + N-[phenylmethylidene]-3-(trifluoromethyl)aniline → N-(3-trifluoromethylphenyl)-1-phenyl-2,2,3,3-tetrafluoro-3-methoxypropylamine

Conditions	Yield
With potassium hexamethylsilazane In N,N-dimethyl-formamide at -10℃; for 0.5h;	49%

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → chloromethyl-(1,1,2,2-tetrafluoro-ethyl)-ether (428-93-3)

Conditions	Yield
With chlorine Irradiation;
With chlorine Irradiation;

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → 1,1,2,2-Tetrafluorethyldichlormethylether (32776-68-4)

Conditions	Yield
With chlorine Irradiation;
With chlorine

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → 1,1,2,2-Tetrafluorethyltrichlormethylether (32776-69-5)

Conditions	Yield
With chlorine Irradiation;

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → (2-Chlor-1,1,2,2-tetrafluor-ethyl)-trichlormethyl-ether (32776-70-8)

Conditions	Yield
With chlorine Irradiation;

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) + chlorine (7782-50-5) → chloromethyl-(1,1,2,2-tetrafluoro-ethyl)-ether (428-93-3)

Conditions	Yield
Irradiation;

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → C3H3F4O + C3H3F4O

Conditions	Yield
With clorine at -0.15℃; Kinetics; Further Variations:; Temperatures;

methanol (67-56-1) + 1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) + 1,1,2,2,3,3-hexafluoro-1-[(1,2,2-trifluoroethenyl)oxy]-3-(trifluoromethoxy)-propane (40573-09-9) → methyl 4-oxaperfluoropentanoate (356-69-4) + perfluoro-3,7-dioxaoctanoic acid methyl ester (1093074-17-9)

Conditions	Yield
With oxygen; perfluoro (3,6-dioxa-heptanoic acid) methyl ester; boron trifluoride at 85℃;

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → methylene chloride (74-87-3) + difluoroacetyl chloride (381-72-6) + 2,2-difluoroacetyl fluoride (2925-22-6)

Conditions	Yield
With calcium chloride at 200℃; Inert atmosphere; Autoclave;	A 71.386 %Chromat. B 16.22 %Chromat. C 10.657 %Chromat.

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → methylene chloride (74-87-3) + difluoroacetyl chloride (381-72-6)

Conditions	Yield
With calcium chloride at 200℃; Temperature; Inert atmosphere; Autoclave;	A 70.762 %Chromat. B 27.992 %Chromat.

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → difluoroacetyl chloride (381-72-6)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-1-methoxyethane With hydrogen fluoride at 175℃; Inert atmosphere; Autoclave; Stage #2: With calcium chloride at 160℃; Inert atmosphere; Autoclave;	93.769 %Chromat.

methanol (67-56-1) + 1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) + 3-dimethylaminoacrylonitrile (2407-68-3) + methylhydrazine (60-34-4) → methyl 3-(difluoromethyl)-1-methyl-1H-pyrazole carboximidoate hydrochloric acid salt

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-1-methoxyethane; 3-dimethylaminoacrylonitrile With FeCl3/C; triethylamine In toluene at 10 - 15℃; for 2h; Inert atmosphere; Stage #2: methylhydrazine With sodium hydroxide In water; toluene at 0℃; for 3h; Stage #3: methanol Further stages;

1,1,2,2-tetrafluoro-1-methoxyethane (425-88-7) → methyl 1,2,2-trifluorovinyl ether (3823-94-7)

Conditions	Yield
With sodium ethanolate

Upstream product

• 116-14-3 polytetrafluoroethylene 
• 124-41-4 sodium methylate 
• 36336-08-0 methyl hypofluorite 
• 359-11-5 1,1,2-trifluoroethylene 
• 67-56-1 methanol 

Downstream Products

• 593-53-3 Methyl fluoride 
• 2925-22-6 2,2-difluoroacetyl fluoride 
• 433-53-4 difluoroacetic acid methyl ester 
• 74-87-3 methylene chloride 
• 381-72-6 difluoroacetyl chloride 
• 356-69-4 methyl 4-oxaperfluoropentanoate 
• 1093074-17-9 perfluoro-3,7-dioxaoctanoic acid methyl ester 

Relevant articles and documents

Nucleophilic difluoroalkylation of benzophenones, benzaldehydes and Schiff's bases by tetrafluoroethyl ether and difluoroacetamide

From gem-difluoromethyl group of 1,1,2,2-tetrafluoroethyl ether and 2,2-difluoroalkylamide, proton can be removed by potassium bis(trimethylsilyl)amide in DMF, THF or toluene. The generated nucleophiles are then condensed with benzophenones, benzaldehydes or Schiff's bases to provide new fluorinated alcohols and amines. Some interesting solvent effects are also observed.

Preparation of difluoroacetic acid fluoride and difluoroacetic acid esters

A method for preparing difluoroacetic acid fluoride, which comprises reacting a 1-alkoxy-1,1,2,2-tetrafluoroethane of the formula HCF2 CF2 OR1 wherein R1 is a C1-4 alkyl group in a gas phase in the presence of a metal oxide catalyst.