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N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine, commercially known as HFE-7000, is a fluorinated organic compound characterized by its colorless and odorless liquid form. It exhibits low toxicity, high stability, and non-flammability, coupled with a high dielectric strength. These properties render it a versatile substance for a range of industrial applications, including its use as a solvent, heat transfer fluid, and cleaning agent. Moreover, HFE-7000 is recognized for its low global warming potential, making it an environmentally friendly alternative in certain contexts. However, due to potential ecological and human health hazards, it requires careful handling and the use of appropriate protective measures.

1550-50-1

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1550-50-1 Usage

Uses

Used in Electronics Industry:
N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine is used as a solvent and heat transfer fluid in the electronics industry due to its non-flammable nature and high dielectric strength, which are crucial for ensuring safety and performance in sensitive electronic equipment.
Used in Chemical Synthesis:
In the realm of chemical synthesis, N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine serves as a valuable intermediate or reagent, leveraging its unique chemical properties to facilitate various reactions and the production of desired compounds.
Used as a Cleaning Agent:
N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine is utilized as a cleaning agent across multiple industries, capitalizing on its ability to dissolve a wide range of substances and its low toxicity, making it a safer alternative for cleaning applications.
Used in High-Tech Applications:
Due to its high dielectric strength and non-flammable properties, N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine is employed in high-tech applications where such characteristics are essential for the performance and safety of advanced technologies.
Used as a Refrigerant:
N,N-Dimethyl-1,1,2,2-tetrafluoroethylamine is used as a refrigerant in HVAC systems and other cooling applications, chosen for its low global warming potential, which makes it a more environmentally conscious choice compared to traditional refrigerants.

Check Digit Verification of cas no

The CAS Registry Mumber 1550-50-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,5 and 0 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1550-50:
(6*1)+(5*5)+(4*5)+(3*0)+(2*5)+(1*0)=61
61 % 10 = 1
So 1550-50-1 is a valid CAS Registry Number.
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)

1550-50-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,1,2,2-tetrafluoro-N,N-dimethylethanamine

1.2 Other means of identification

Product number -
Other names PC8821

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1550-50-1 SDS

1550-50-1Synthetic route

polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

dimethyl amine
124-40-3

dimethyl amine

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine
1550-50-1

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

Conditions
ConditionsYield
at 20℃; for 12h;98%
at -70℃;
Difluoroacetic acid N,N-dimethylamide
667-50-5

Difluoroacetic acid N,N-dimethylamide

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine
1550-50-1

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

ethyl 3-(dimethylamino)acrylate
924-99-2, 1117-37-9, 114894-59-6

ethyl 3-(dimethylamino)acrylate

N-[(2E)-1-(difluoromethyl)-3-(dimethylamino)-2-(ethoxycarbonyl)prop-2-en-1-ylidene]-N-methylmethanaminium tetrafluoroborate
1009318-76-6

N-[(2E)-1-(difluoromethyl)-3-(dimethylamino)-2-(ethoxycarbonyl)prop-2-en-1-ylidene]-N-methylmethanaminium tetrafluoroborate

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

methyl 3-methoxyprop-2-enoate
34846-90-7

methyl 3-methoxyprop-2-enoate

N-[(2E)-1-(difluoromethyl)-3-methoxy-2-(methoxycarbonyl)prop-2-en-1-ylidene]-N-methyl-methanaminium tetrafluoroborate
1009318-81-3

N-[(2E)-1-(difluoromethyl)-3-methoxy-2-(methoxycarbonyl)prop-2-en-1-ylidene]-N-methyl-methanaminium tetrafluoroborate

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

difluoromethyl lactate

difluoromethyl lactate

A

Difluoroacetic acid N,N-dimethylamide
667-50-5

Difluoroacetic acid N,N-dimethylamide

B

difluoromethyl 2-fluoropropionate

difluoromethyl 2-fluoropropionate

Conditions
ConditionsYield
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

methyl lactate

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine
1550-50-1

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

A

methyl 2-fluoropropanoate
2366-56-5

methyl 2-fluoropropanoate

B

Difluoroacetic acid N,N-dimethylamide
667-50-5

Difluoroacetic acid N,N-dimethylamide

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

trifluoroethyl lactate

trifluoroethyl lactate

A

Difluoroacetic acid N,N-dimethylamide
667-50-5

Difluoroacetic acid N,N-dimethylamide

B

2-trifluoroethyl fluoropropionate

2-trifluoroethyl fluoropropionate

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

trifluoropropyl lactate

trifluoropropyl lactate

A

Difluoroacetic acid N,N-dimethylamide
667-50-5

Difluoroacetic acid N,N-dimethylamide

B

trifluoropropyl 2-fluoropropionate

trifluoropropyl 2-fluoropropionate

Conditions
ConditionsYield
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

ethyl 2-hydroxypropionate

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine
1550-50-1

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

A

ethyl 2-fluoropropionate
349-43-9

ethyl 2-fluoropropionate

B

Difluoroacetic acid N,N-dimethylamide
667-50-5

Difluoroacetic acid N,N-dimethylamide

Conditions
ConditionsYield
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

2-Methyl-2-<β-dimethylamino-vinyl>-1,3-dioxolan

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine
1550-50-1

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

methylhydrazine
60-34-4

methylhydrazine

3-(difluoromethyl)-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-1H-pyrazole

3-(difluoromethyl)-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-1H-pyrazole

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

C7H13NO2

C7H13NO2

methylhydrazine
60-34-4

methylhydrazine

3-(difluoromethyl)-1-methyl-4-(2-methyl-1,3-dioxetan-2-yl)-1H-pyrazole

3-(difluoromethyl)-1-methyl-4-(2-methyl-1,3-dioxetan-2-yl)-1H-pyrazole

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

methylhydrazine
60-34-4

methylhydrazine

3-dimethylaminoacrolein
927-63-9

3-dimethylaminoacrolein

3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde
1094484-55-5

3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

C9H17NO2

C9H17NO2

methylhydrazine
60-34-4

methylhydrazine

3-(difluoromethyl)-1-methyl-4-(2-methyl-1,3-dioxan-2-yl)-1H-pyrazole

3-(difluoromethyl)-1-methyl-4-(2-methyl-1,3-dioxan-2-yl)-1H-pyrazole

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

C7H13NO2

C7H13NO2

methylhydrazine
60-34-4

methylhydrazine

3-(difluoromethyl)-1-methyl-4-(1,3-dioxolan-2-yl)-1H-pyrazole

3-(difluoromethyl)-1-methyl-4-(1,3-dioxolan-2-yl)-1H-pyrazole

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

4-dimethylamino-3-buten-2-one
1190-91-6

4-dimethylamino-3-buten-2-one

methylhydrazine
60-34-4

methylhydrazine

1-(3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)ethan-1-one

1-(3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)ethan-1-one

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

methyl 3-methoxyprop-2-enoate
34846-90-7

methyl 3-methoxyprop-2-enoate

1-benzylidene-2-methylhydrazine
13466-29-0

1-benzylidene-2-methylhydrazine

methyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate

methyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

ethyleneglycoldi(3-N,N-dimethylaminopropyl)acrylate

ethyleneglycoldi(3-N,N-dimethylaminopropyl)acrylate

methylhydrazine
60-34-4

methylhydrazine

ethylene glycol bis((3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)carboxylate)

ethylene glycol bis((3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)carboxylate)

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

ethyl 4,4-difluoro-3-(phenylamino)but-2-enoate

ethyl 4,4-difluoro-3-(phenylamino)but-2-enoate

ethyl 2,4-bis(difluoromethyl)quinoline-3-carboxylate

ethyl 2,4-bis(difluoromethyl)quinoline-3-carboxylate

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

N-(1,1-difluoropropan-2-ylidene)propan-2-amine

N-(1,1-difluoropropan-2-ylidene)propan-2-amine

3,5-bis(difluoromethyl)-1H-pyrazole
77614-79-0

3,5-bis(difluoromethyl)-1H-pyrazole

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

hexane-1,6-diol bis(3-(N,N-dimethylamino)acrylate)

hexane-1,6-diol bis(3-(N,N-dimethylamino)acrylate)

methylhydrazine
60-34-4

methylhydrazine

hexylene glycol bis((3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)carboxylate)

hexylene glycol bis((3-(difluoromethyl)-1-methyl-1H-pyrazol-4-yl)carboxylate)

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

1-(1,1-difluoropropan-2-ylidene)-2-(diphenylmethylene)hydrazine

1-(1,1-difluoropropan-2-ylidene)-2-(diphenylmethylene)hydrazine

3,5-bis(difluoromethyl)-1H-pyrazole
77614-79-0

3,5-bis(difluoromethyl)-1H-pyrazole

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

N-(2,2,2-trifluoro-1-methylethylidene)propan-2-amine
723294-90-4

N-(2,2,2-trifluoro-1-methylethylidene)propan-2-amine

3-(difluoromethyl)-5-(trifluoromethyl)-1H-pyrazole
1015780-64-9

3-(difluoromethyl)-5-(trifluoromethyl)-1H-pyrazole

Conditions
ConditionsYield
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

(S)-Methyl lactate

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine
1550-50-1

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

A

Difluoroacetic acid N,N-dimethylamide
667-50-5

Difluoroacetic acid N,N-dimethylamide

B

(R)-2-fluoropropionic acid methyl ester
146805-74-5

(R)-2-fluoropropionic acid methyl ester

Conditions
ConditionsYield
at 20 - 30℃; for 12h;A n/a
B 83%
1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine
1550-50-1

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

1-(diphenylmethylene)-2-(1,1,1-trifluoropropan-2-ylidene)hydrazine

1-(diphenylmethylene)-2-(1,1,1-trifluoropropan-2-ylidene)hydrazine

3-(difluoromethyl)-5-(trifluoromethyl)-1H-pyrazole
1015780-64-9

3-(difluoromethyl)-5-(trifluoromethyl)-1H-pyrazole

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

bis(1,1-difluoropropan-2-ylidene)hydrazine

bis(1,1-difluoropropan-2-ylidene)hydrazine

3,5-bis(difluoromethyl)-1H-pyrazole
77614-79-0

3,5-bis(difluoromethyl)-1H-pyrazole

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

phenylhydrazine
100-63-0

phenylhydrazine

sodium 3-ethoxy-1-(methylsulfonyl)-3-oxoprop-1-en-2-olate

sodium 3-ethoxy-1-(methylsulfonyl)-3-oxoprop-1-en-2-olate

ethyl 5-(difluoromethyl)-4-methylsulfonyl-2-phenylpyrazole-3-carboxylate

ethyl 5-(difluoromethyl)-4-methylsulfonyl-2-phenylpyrazole-3-carboxylate

Conditions
ConditionsYield
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

3H-chromene-2,4-dione

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine
1550-50-1

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

3-difluoroacetylchromene-2,4-dione

3-difluoroacetylchromene-2,4-dione

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h; Inert atmosphere;80%
1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine
1550-50-1

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

ethyl 4,4,4-trifluoro-3-(phenylamino)but-2-enoate
1700-88-5

ethyl 4,4,4-trifluoro-3-(phenylamino)but-2-enoate

ethyl 4-(difluoromethyl)-2-(trifluoromethyl)quinoline-3-carboxylate

ethyl 4-(difluoromethyl)-2-(trifluoromethyl)quinoline-3-carboxylate

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

ethyl 4,4,4-trifluoro-3-(phenylamino)but-2-enoate

ethyl 4,4,4-trifluoro-3-(phenylamino)but-2-enoate

ethyl 4-(difluoromethyl)-2-(trifluoromethyl)quinoline-3-carboxylate

ethyl 4-(difluoromethyl)-2-(trifluoromethyl)quinoline-3-carboxylate

Conditions
ConditionsYield
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

1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine

ethyl acetate
141-78-6

ethyl acetate

ethyl 4,4-difluoro-3-oxobutyrate
352-24-9

ethyl 4,4-difluoro-3-oxobutyrate

Conditions
ConditionsYield
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%

1550-50-1Relevant academic research and scientific papers

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

-

Page/Page column 4, (2009/02/11)

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.

1,1,2,2-Tetrafluoroethyl-N,N-dimethylamine: A new selective fluorinating agent

Petrov,Swearingen,Hong,Chris Petersen

, p. 25 - 31 (2007/10/03)

The title compound has been prepared in 96-98% yield by the reaction of tetrafluoroethylene and dimethylamine. 1,1,2,2-Tetrafluoroethyl-N,N-dimethylamine (1) is found to be an effective reagent for the conversion of alcohols into alkyl fluorides. Reaction of 1 and primary alcohols proceeds with high yield formation of the corresponding alkyl fluorides at elevated temperature. However, the reaction of secondary and tertiary alcohols rapidly takes place at 0-10°C, producing corresponding alkyl fluorides as major product along with some olefins.

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