1550-50-1

Basic information

• Product Name: N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine
• Synonyms: N,N-DIMETHYL-1,1,2,2-TETRAFLUOROETHYLAMINE;TFEDMA;N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine 97%;N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine97%;1,1,2,2-Tetrafluoro-N,N-dimethylethanamine, N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine, TFEDMA;1,1,2,2-Tetrafluoro-N,N-dimethylethylamine;1,1,2,2-Tetrafluoro-N,N-dimethylethanamine;N,N-DiMethyltetrafluoroethylaMine
• CAS NO: 1550-50-1
• Molecular Formula: C₄H₇F₄N
• Molecular Weight: 145.1
• Mol File: 1550-50-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 77 °C
• Flash Point: 8 °C
• Appearance: /
• Density: 1.24
• Vapor Pressure: 0.00106mmHg at 25°C
• Refractive Index: 1.451
• PKA: -2.23±0.50(Predicted)
• CAS DataBase Reference: N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine(1550-50-1)
• EPA Substance Registry System: N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine(1550-50-1)

Safety Data

• Hazard Codes: F,C
• Statements: 11-35
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2734 8/PG 1
• Hazardous Substances Data: 1550-50-1(Hazardous Substances Data)

Usage

General Description

N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine, also known as HFE-7000, is a fluorinated organic compound used in various industrial applications. It is a colorless, odorless liquid with low toxicity and high stability, making it an ideal choice for use as a solvent, heat transfer fluid, and cleaning agent. HFE-7000 is non-flammable and has a high dielectric strength, making it suitable for use in electronics and other high-tech applications. It is also commonly used in chemical synthesis and as a refrigerant due to its low global warming potential. However, it is important to handle this chemical with care and use proper protective equipment due to its potential ecological and human health hazards.

InChI:InChI=1/C7H7F3N2O2/c1-2-14-6(13)4-3-11-12-5(4)7(8,9)10/h3H,2H2,1H3,(H,11,12)

Synthetic route

polytetrafluoroethylene (116-14-3) + dimethyl amine (124-40-3) → 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1)

Conditions	Yield
at 20℃; for 12h;	98%
at -70℃;

Difluoroacetic acid N,N-dimethylamide (667-50-5) → 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1)

Conditions	Yield
With Carbonyl fluoride at 20 - 25℃; for 16h; Neat (no solvent);	85%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + ethyl 3-(dimethylamino)acrylate (924-99-2, 1117-37-9, 114894-59-6) → N-[(2E)-1-(difluoromethyl)-3-(dimethylamino)-2-(ethoxycarbonyl)prop-2-en-1-ylidene]-N-methylmethanaminium tetrafluoroborate (1009318-76-6)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: ethyl 3-(dimethylamino)acrylate In dichloromethane at 20℃; for 2h; Product distribution / selectivity; Inert atmosphere;	100%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + methyl 3-methoxyprop-2-enoate (34846-90-7) → N-[(2E)-1-(difluoromethyl)-3-methoxy-2-(methoxycarbonyl)prop-2-en-1-ylidene]-N-methyl-methanaminium tetrafluoroborate (1009318-81-3)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: methyl 3-methoxyprop-2-enoate In dichloromethane at 20℃; for 2h; Inert atmosphere;	100%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + difluoromethyl lactate → Difluoroacetic acid N,N-dimethylamide (667-50-5) + difluoromethyl 2-fluoropropionate

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; difluoromethyl lactate at 10 - 80℃; for 2h; Stage #2: With N-pyrazolyl-N-cyclohexyl-N-ethylamine at 0℃;	A n/a B 98.95%

methyl lactate (547-64-8) + 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) → methyl 2-fluoropropanoate (2366-56-5) + Difluoroacetic acid N,N-dimethylamide (667-50-5)

Conditions	Yield
Stage #1: methyl lactate; 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine at 10 - 40℃; for 5h; Stage #2: With triethylamine at 0℃;	A 98.92% B n/a

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + trifluoroethyl lactate → Difluoroacetic acid N,N-dimethylamide (667-50-5) + 2-trifluoroethyl fluoropropionate

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; trifluoroethyl lactate at 10 - 100℃; for 1h; Stage #2: With N-piperidin-1-yl-N-pyrid-1-yl-N-ethylamine at 0℃;	A n/a B 98.85%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + trifluoropropyl lactate → Difluoroacetic acid N,N-dimethylamide (667-50-5) + trifluoropropyl 2-fluoropropionate

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; trifluoropropyl lactate at 10 - 60℃; for 3h; Stage #2: With N-cyclohexyl-N-cyclopentyl-N-ethylamine at 0℃;	A n/a B 97.52%

ethyl 2-hydroxypropionate (97-64-3, 2676-33-7) + 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) → ethyl 2-fluoropropionate (349-43-9) + Difluoroacetic acid N,N-dimethylamide (667-50-5)

Conditions	Yield
Stage #1: ethyl 2-hydroxypropionate; 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine at 10 - 50℃; for 4h; Stage #2: With dmap at 0℃;	A 96.62% B n/a

2-Methyl-2-<β-dimethylamino-vinyl>-1,3-dioxolan (118800-67-2) + 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + methylhydrazine (60-34-4) → 3-(difluoromethyl)-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-1H-pyrazole

Conditions	Yield
Stage #1: 2-Methyl-2-<β-dimethylamino-vinyl>-1,3-dioxolan; 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride In tetrahydrofuran at 0 - 20℃; for 2.5h; Stage #2: methylhydrazine In tetrahydrofuran at 5 - 20℃; for 2.5h;	93.6%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + C7H13NO2 + methylhydrazine (60-34-4) → 3-(difluoromethyl)-1-methyl-4-(2-methyl-1,3-dioxetan-2-yl)-1H-pyrazole

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; C7H13NO2 With boron trifluoride In acetonitrile at 20℃; for 2.5h; Stage #2: methylhydrazine In acetonitrile at 5 - 20℃; for 2.5h; Temperature;	93.3%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + methylhydrazine (60-34-4) + 3-dimethylaminoacrolein (927-63-9) → 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde (1094484-55-5)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; 3-dimethylaminoacrolein With boron trifluoride In acetonitrile for 2.5h; Stage #2: methylhydrazine In acetonitrile at 5 - 20℃; for 2.5h;	92.8%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + C9H17NO2 + methylhydrazine (60-34-4) → 3-(difluoromethyl)-1-methyl-4-(2-methyl-1,3-dioxan-2-yl)-1H-pyrazole

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; C9H17NO2 With boron trifluoride In acetonitrile at 0 - 30℃; for 2.5h; Stage #2: methylhydrazine In acetonitrile at 5 - 30℃; for 2.5h;	91.9%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + C7H13NO2 + methylhydrazine (60-34-4) → 3-(difluoromethyl)-1-methyl-4-(1,3-dioxolan-2-yl)-1H-pyrazole

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; C7H13NO2 With boron trifluoride In tetrahydrofuran at 0 - 20℃; for 2.5h; Stage #2: methylhydrazine In tetrahydrofuran at 5 - 20℃; for 2.5h; Temperature; Solvent;	91.6%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + 4-dimethylamino-3-buten-2-one (1190-91-6) + methylhydrazine (60-34-4) → 1-(3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)ethan-1-one

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; 4-dimethylamino-3-buten-2-one With boron trifluoride In acetonitrile for 2.5h; Stage #2: methylhydrazine In acetonitrile at 5 - 20℃; for 2.5h;	90.3%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + methyl 3-methoxyprop-2-enoate (34846-90-7) + 1-benzylidene-2-methylhydrazine (13466-29-0) → methyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; methyl 3-methoxyprop-2-enoate With boron trifluoride diethyl etherate In acetonitrile at 25 - 70℃; Inert atmosphere; Stage #2: 1-benzylidene-2-methylhydrazine In toluene; acetonitrile at 25℃; for 0.75h; Stage #3: With hydrogenchloride In water; toluene; acetonitrile for 3h; Reflux;	89%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + ethyleneglycoldi(3-N,N-dimethylaminopropyl)acrylate + methylhydrazine (60-34-4) → ethylene glycol bis((3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)carboxylate)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; ethyleneglycoldi(3-N,N-dimethylaminopropyl)acrylate With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 2h; Stage #2: methylhydrazine In acetonitrile at 20℃; for 2h; Reagent/catalyst; Solvent; Temperature;	89%
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.5h; Stage #2: ethyleneglycoldi(3-N,N-dimethylaminopropyl)acrylate In dichloromethane at 20℃; for 2h; Stage #3: methylhydrazine In acetonitrile at 20℃; for 2h;	89%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + ethyl 4,4-difluoro-3-(phenylamino)but-2-enoate → ethyl 2,4-bis(difluoromethyl)quinoline-3-carboxylate

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In acetonitrile for 0.25h; Inert atmosphere; Stage #2: ethyl 4,4-difluoro-3-(phenylamino)but-2-enoate In acetonitrile at 20 - 50℃; for 19.25h; Inert atmosphere;	89%
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In acetonitrile for 0.25h; Inert atmosphere; Stage #2: ethyl 4,4-difluoro-3-(phenylamino)but-2-enoate In acetonitrile at 20 - 50℃; for 19.25h;	89%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + N-(1,1-difluoropropan-2-ylidene)propan-2-amine → 3,5-bis(difluoromethyl)-1H-pyrazole (77614-79-0)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride In acetonitrile at 10 - 20℃; for 1h; Stage #2: N-(1,1-difluoropropan-2-ylidene)propan-2-amine In acetonitrile at 40℃; for 13h; Stage #3: With hydrogenchloride; hydrazine hydrate In water; acetonitrile at 40 - 60℃; for 5h; Reagent/catalyst;	87%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + hexane-1,6-diol bis(3-(N,N-dimethylamino)acrylate) + methylhydrazine (60-34-4) → hexylene glycol bis((3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)carboxylate)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; hexylene glycol bis(3-(N,N-dimethylamino)acrylate) With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 2h; Stage #2: methylhydrazine In acetonitrile at 20℃; for 2h;	86%
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.5h; Stage #2: hexylene glycol bis(3-(N,N-dimethylamino)acrylate) In dichloromethane at 20℃; for 2h; Stage #3: methylhydrazine In acetonitrile at 20℃; for 2h;	86%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + 1-(1,1-difluoropropan-2-ylidene)-2-(diphenylmethylene)hydrazine → 3,5-bis(difluoromethyl)-1H-pyrazole (77614-79-0)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With aluminum (III) chloride In acetonitrile at 10 - 20℃; for 1h; Stage #2: 1-(1,1-difluoropropan-2-ylidene)-2-(diphenylmethylene)hydrazine In acetonitrile at 20℃; Stage #3: With water In acetonitrile at 20 - 40℃; for 1h; Reagent/catalyst; Solvent; Temperature;	85%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + N-(2,2,2-trifluoro-1-methylethylidene)propan-2-amine (723294-90-4) → 3-(difluoromethyl)-5-(trifluoromethyl)-1H-pyrazole (1015780-64-9)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In acetonitrile at 10 - 20℃; for 1h; Stage #2: N-(2,2,2-trifluoro-1-methylethylidene)propan-2-amine In acetonitrile at 40℃; for 13h; Stage #3: With hydrogenchloride; hydrazine hydrate In water; acetonitrile at 40 - 60℃; for 5h;	85%

(S)-Methyl lactate (27871-49-4) + 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) → Difluoroacetic acid N,N-dimethylamide (667-50-5) + (R)-2-fluoropropionic acid methyl ester (146805-74-5)

Conditions	Yield
at 20 - 30℃; for 12h;	A n/a B 83%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + 1-(diphenylmethylene)-2-(1,1,1-trifluoropropan-2-ylidene)hydrazine → 3-(difluoromethyl)-5-(trifluoromethyl)-1H-pyrazole (1015780-64-9)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.25h; Inert atmosphere; Stage #2: 1-(diphenylmethylene)-2-(1,1,1-trifluoropropan-2-ylidene)hydrazine In acetonitrile at 20 - 50℃; for 24h; Inert atmosphere; Stage #3: With hydrogenchloride In water; acetonitrile at 20℃; for 1h; Inert atmosphere;	83%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + bis(1,1-difluoropropan-2-ylidene)hydrazine → 3,5-bis(difluoromethyl)-1H-pyrazole (77614-79-0)

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In acetonitrile at 10 - 20℃; for 0.25h; Inert atmosphere; Stage #2: bis(1,1-difluoropropan-2-ylidene)hydrazine In acetonitrile at 20℃; for 18h; Stage #3: With hydrazine hydrochloride In water; acetonitrile at 40℃; for 4h;	81%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + phenylhydrazine (100-63-0) + sodium 3-ethoxy-1-(methylsulfonyl)-3-oxoprop-1-en-2-olate → ethyl 5-(difluoromethyl)-4-methylsulfonyl-2-phenylpyrazole-3-carboxylate

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With acetonitrile boron trifluoride complex In acetonitrile at 20℃; for 0.25h; Inert atmosphere; Stage #2: sodium 3-ethoxy-1-(methylsulfonyl)-3-oxoprop-1-en-2-olate With pyridine In acetonitrile at 10 - 20℃; for 10h; Stage #3: phenylhydrazine In acetonitrile at -10 - 20℃; for 4h;	81%

3H-chromene-2,4-dione (4438-85-1) + 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) → 3-difluoroacetylchromene-2,4-dione

Conditions	Yield
In dichloromethane at 20℃; for 16h; Inert atmosphere;	80%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + ethyl 4,4,4-trifluoro-3-(phenylamino)but-2-enoate (1700-88-5) → ethyl 4-(difluoromethyl)-2-(trifluoromethyl)quinoline-3-carboxylate

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In acetonitrile for 0.25h; Inert atmosphere; Stage #2: ethyl 4,4,4-trifluoro-3-(phenylamino)but-2-enoate With sulfuric acid In acetonitrile at 20 - 50℃; for 19.25h; Inert atmosphere;	80%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + ethyl 4,4,4-trifluoro-3-(phenylamino)but-2-enoate → ethyl 4-(difluoromethyl)-2-(trifluoromethyl)quinoline-3-carboxylate

Conditions	Yield
Stage #1: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine With boron trifluoride diethyl etherate In acetonitrile for 0.25h; Inert atmosphere; Stage #2: ethyl 4,4,4-trifluoro-3-(phenylamino)but-2-enoate In acetonitrile at 20 - 50℃; for 19.25h;	80%

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) + ethyl acetate (141-78-6) → ethyl 4,4-difluoro-3-oxobutyrate (352-24-9)

Conditions	Yield
Stage #1: ethyl acetate With sodium hydride In ethanol at 20℃; for 1h; Stage #2: 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine In ethanol at 30℃; for 2h; Product distribution / selectivity;	79%

Upstream product

• 667-50-5 Difluoroacetic acid N,N-dimethylamide 
• 116-14-3 polytetrafluoroethylene 
• 124-40-3 dimethyl amine 

Downstream Products

• 667-52-7 difluoro-selenoacetic acid dimethylamide 
• 661-11-0 1-fluoroheptane 
• 667-50-5 Difluoroacetic acid N,N-dimethylamide 
• 2366-56-5 methyl 2-fluoropropanoate 
• 349-43-9 ethyl 2-fluoropropionate 
• 1094484-55-5 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde 
• 77614-79-0 3,5-bis(difluoromethyl)-1H-pyrazole 

Relevant articles and documents

PROCESS FOR FLUORINATION USING 1,1,2,2-TETRAFLUOROETHYL-N,N-DIMETHYLAMINE

A process for making a fluorinated product comprising contacting an alcohol with 1,1,2,2-tetrafluoroethyl-N,N-dimethylamine to produce a product mixture containing the fluorinated product and N,N-dimethyl difluoroacetamide, quenching the product mixture in water to form a first organic phase and an aqueous phase, recovering fluorinated product by separating the first organic phase from the aqueous phase, treating the aqueous phase to recover N,N-dimethyl difluoroacetamide, and converting recovered N,N-dimethyl difluoroacetamide to 1,1,2,2-tetrafluoroethyl-N,N-dimethylamine.