Product Name

  • Name

    Diethylaminosulfur trifluoride

  • EINECS 253-771-2
  • CAS No. 38078-09-0
  • Article Data12
  • CAS DataBase
  • Density 1.14 g/cm3
  • Solubility decomposes in water
  • Melting Point
  • Formula C4H10F3NS
  • Boiling Point 163.7 °C at 760 mmHg
  • Molecular Weight 161.191
  • Flash Point 23.9 °C
  • Transport Information UN 2920 8/PG 1
  • Appearance pale yellow liquid
  • Safety 16-26-36/37/39-45
  • Risk Codes 10-14-20/21/22-34-5-35
  • Molecular Structure Molecular Structure of 38078-09-0 (Diethylaminosulfur trifluoride)
  • Hazard Symbols CorrosiveC,ToxicT,FlammableF
  • Synonyms Ethanamine,N-ethyl-, sulfur complex;(Diethylamino)sulphur trifluoride;(Diethylamino)trifluorosulfur;(N,N-Diethylamino)sulfur trifluoride;DAST (fluorinating agent);Trifluoro(diethylamino)sulfur;
  • PSA 28.54000
  • LogP 2.70130

Synthetic route

N,N-diethyl-1,1,1-trimethylsilanamine
996-50-9

N,N-diethyl-1,1,1-trimethylsilanamine

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

Conditions
ConditionsYield
With sulfur tetrafluoride
With sulfur tetrafluoride In trichlorofluoromethane at -78 - -60℃;
With sulfur tetrafluoride In diethyl ether
C9H13F10NOS
80027-80-1

C9H13F10NOS

A

diethylamidosulfurous fluoride
1550-61-4

diethylamidosulfurous fluoride

B

1,1,2,2,3,3,4,4,5-nonafluoropentane
678-73-9

1,1,2,2,3,3,4,4,5-nonafluoropentane

C

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

D

2,2,3,3,4,4,5,5-octafluoropentyl diethylamidosulfite
80032-41-3

2,2,3,3,4,4,5,5-octafluoropentyl diethylamidosulfite

E

bis(2,2,3,3,4,4,5,5-octafluoropentyloxy)diethylaminofluorosulfurane
80027-87-8

bis(2,2,3,3,4,4,5,5-octafluoropentyloxy)diethylaminofluorosulfurane

Conditions
ConditionsYield
under 0.05 - 0.08 Torr; Product distribution; the bath temperature gradually raised to 90 deg C;A 1.12 g
B 2.88 g
C 1.6 g
D 1.5 g
E 3.05 g
C9H13F10NOS
80027-80-1

C9H13F10NOS

A

1,1,2,2,3,3,4,4,5-nonafluoropentane
678-73-9

1,1,2,2,3,3,4,4,5-nonafluoropentane

B

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

C

2,2,3,3,4,4,5,5-octafluoropentyl diethylamidosulfite
80032-41-3

2,2,3,3,4,4,5,5-octafluoropentyl diethylamidosulfite

D

bis(2,2,3,3,4,4,5,5-octafluoropentyloxy)diethylaminofluorosulfurane
80027-87-8

bis(2,2,3,3,4,4,5,5-octafluoropentyloxy)diethylaminofluorosulfurane

Conditions
ConditionsYield
under 0.05 - 0.08 Torr; the bath temperature gradually raised to 90 deg C; Further byproducts given;A 2.88 g
B 1.6 g
C 1.5 g
D 3.05 g
C11H13F14NOS
80027-81-2

C11H13F14NOS

A

diethylamidosulfurous fluoride
1550-61-4

diethylamidosulfurous fluoride

B

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

C

1,1,2,2,3,3,4,4,5,5,6,6,7-tridecafluoroheptane
2708-11-4

1,1,2,2,3,3,4,4,5,5,6,6,7-tridecafluoroheptane

D

2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl diethylamidosulfite
80032-43-5

2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl diethylamidosulfite

E

bis(2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyloxy)diethylaminofluorosulfurane
80027-88-9

bis(2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyloxy)diethylaminofluorosulfurane

Conditions
ConditionsYield
under 0.05 - 0.08 Torr; Product distribution; the bath temperature gradually raised to 90 deg C;A 0.5 g
B 3 g
C 4.45 g
D 4.2 g
E 4.8 g
C11H13F14NOS
80027-81-2

C11H13F14NOS

A

diethylamidosulfurous fluoride
1550-61-4

diethylamidosulfurous fluoride

B

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

C

2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl diethylamidosulfite
80032-43-5

2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl diethylamidosulfite

D

bis(2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyloxy)diethylaminofluorosulfurane
80027-88-9

bis(2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyloxy)diethylaminofluorosulfurane

Conditions
ConditionsYield
under 0.05 - 0.08 Torr; the bath temperature gradually raised to 90 deg C; Further byproducts given;A 0.5 g
B 3 g
C 4.2 g
D 4.8 g
C11H13F14NOS
80027-81-2

C11H13F14NOS

A

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

B

1,1,2,2,3,3,4,4,5,5,6,6,7-tridecafluoroheptane
2708-11-4

1,1,2,2,3,3,4,4,5,5,6,6,7-tridecafluoroheptane

C

2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl diethylamidosulfite
80032-43-5

2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl diethylamidosulfite

D

bis(2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyloxy)diethylaminofluorosulfurane
80027-88-9

bis(2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyloxy)diethylaminofluorosulfurane

Conditions
ConditionsYield
under 0.05 - 0.08 Torr; the bath temperature gradually raised to 90 deg C; Further byproducts given;A 3 g
B 4.45 g
C 4.2 g
D 4.8 g
triethylamine tris(hydrogen fluoride)
73602-61-6

triethylamine tris(hydrogen fluoride)

ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate

ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate

A

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

B

C6H15N*2FH*H(1+)*BF4(1-)

C6H15N*2FH*H(1+)*BF4(1-)

Conditions
ConditionsYield
In [D3]acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Molecular sieve;
ethyl 5-bromo-6-formyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxylate

ethyl 5-bromo-6-formyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxylate

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

ethyl 5-bromo-6-(difluoromethyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxylate

ethyl 5-bromo-6-(difluoromethyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxylate

Conditions
ConditionsYield
In dichloromethane100%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

trimethyl-(1H,1H,7H-dodecafluoroheptyloxy)silane
56002-71-2

trimethyl-(1H,1H,7H-dodecafluoroheptyloxy)silane

C11H13F14NOS
80027-81-2

C11H13F14NOS

Conditions
ConditionsYield
In diethyl ether 1.) 0 deg C - 5 deg C, 10 min; 2.) 20 deg C, 30 min.;99%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

trimethyl-(1H,1H,5H-octafluoropentyloxy)silane
56002-63-2

trimethyl-(1H,1H,5H-octafluoropentyloxy)silane

C9H13F10NOS
80027-80-1

C9H13F10NOS

Conditions
ConditionsYield
In diethyl ether 1.) 0 deg C - 5 deg C, 10 min; 2.) 20 deg C, 30 min.;99%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

4-fluoro-7-methylsulfinyl-indan-1-one

4-fluoro-7-methylsulfinyl-indan-1-one

4-fluoro-7-(fluoromethylsulfanyl)indan-1-one

4-fluoro-7-(fluoromethylsulfanyl)indan-1-one

Conditions
ConditionsYield
With antimony(III) chloride In dichloromethane at 20℃; for 3h; Cooling with ice;99%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

(S)-tert-butyl 3-((4-(2-((5-((2-(hydroxymethyl)phenyl)methylsulfonamido)-2-methylnaphthalen-1-yl)oxy)pyridin-3-yl)pyrimidin-2-yl)amino)piperidine-1-carboxylate

(S)-tert-butyl 3-((4-(2-((5-((2-(hydroxymethyl)phenyl)methylsulfonamido)-2-methylnaphthalen-1-yl)oxy)pyridin-3-yl)pyrimidin-2-yl)amino)piperidine-1-carboxylate

(S)-tert-butyl 3-((4-(2-((5-((2-(fluoromethyl)phenyl)methylsulfonamido)-2-methylnaphthalen-1-yl)oxy)pyridin-3-yl)pyrimidin-2-yl)amino)piperidine-1-carboxylate

(S)-tert-butyl 3-((4-(2-((5-((2-(fluoromethyl)phenyl)methylsulfonamido)-2-methylnaphthalen-1-yl)oxy)pyridin-3-yl)pyrimidin-2-yl)amino)piperidine-1-carboxylate

Conditions
ConditionsYield
In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at -78℃; for 0.5h;99%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

ethyl 2-(2-bromophenyl)-2-hydroxyacetate

ethyl 2-(2-bromophenyl)-2-hydroxyacetate

ethyl 2-bromophenyl-fluoroacetate
1214911-36-0

ethyl 2-bromophenyl-fluoroacetate

Conditions
ConditionsYield
In dichloromethane at -78 - 20℃; Inert atmosphere;98%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate

ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate

Conditions
ConditionsYield
With tetrafluoroboric acid; diethyl ether at 20 - 30℃; Inert atmosphere;96%
With tetrafluoroboric acid diethyl ether In diethyl ether at 20 - 30℃; for 0.833333h; Product distribution / selectivity; Inert atmosphere;96%
With boron trifluoride diethyl etherate In diethyl ether at 5 - 20℃; Inert atmosphere;92%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

5-(2,3-dichloroindol-1-yl)-4-methoxy-1-methyl-6-oxo-pyridazine-3-carbaldehyde

5-(2,3-dichloroindol-1-yl)-4-methoxy-1-methyl-6-oxo-pyridazine-3-carbaldehyde

4-(2,3-dichloroindol-1-yl)-6-(difluoromethyl)-5-methoxy-2-methyl-pyridazin-3-one

4-(2,3-dichloroindol-1-yl)-6-(difluoromethyl)-5-methoxy-2-methyl-pyridazin-3-one

Conditions
ConditionsYield
In dichloromethane96%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

N-[(diethylamino)(trifluoromethyl)-λ4-sulfanylidene]-4-methylbenzenesulfonamide

N-[(diethylamino)(trifluoromethyl)-λ4-sulfanylidene]-4-methylbenzenesulfonamide

Conditions
ConditionsYield
Stage #1: diethylamino-sulfur trifluoride; (trifluoromethyl)trimethylsilane With N-ethyl-N,N-diisopropylamine In dichloromethane at -20℃; for 1h; Inert atmosphere;
Stage #2: toluene-4-sulfonamide In dichloromethane at 0 - 20℃; Inert atmosphere;
95%
Trifluoromethanesulfonamide
421-85-2

Trifluoromethanesulfonamide

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

N-[(diethylamino)(trifluoromethyl)-λ4-sulfanylidene]-1,1,1-trifluoromethanesulfonamide

N-[(diethylamino)(trifluoromethyl)-λ4-sulfanylidene]-1,1,1-trifluoromethanesulfonamide

Conditions
ConditionsYield
Stage #1: diethylamino-sulfur trifluoride; (trifluoromethyl)trimethylsilane With N-ethyl-N,N-diisopropylamine In dichloromethane at -20℃; for 1h; Inert atmosphere;
Stage #2: Trifluoromethanesulfonamide In dichloromethane at 0 - 20℃; Inert atmosphere;
94%
Mn4O3(O2CCH3)4(C6H5COCHCOC6H5)3

Mn4O3(O2CCH3)4(C6H5COCHCOC6H5)3

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

Mn4O3F(CH3COO)3(C6H5COCHCOC6H5)3

Mn4O3F(CH3COO)3(C6H5COCHCOC6H5)3

Conditions
ConditionsYield
In dichloromethane pptn. (hexanes); elem. anal.;93%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

1-(4-methyl-3-nitro-phenyl)-ethanone
5333-27-7

1-(4-methyl-3-nitro-phenyl)-ethanone

4-(1,1-difluoro)ethyl-2-nitrotoluene

4-(1,1-difluoro)ethyl-2-nitrotoluene

Conditions
ConditionsYield
In dichloromethane at -40 - 60℃; for 24h; Inert atmosphere;93%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate

ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate

Conditions
ConditionsYield
In diethyl ether at 20 - 30℃; Inert atmosphere; Heating; Reflux;89%
diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

N-(4-chlorophenylsulfinyl)-N,N-diethylamine
1017238-74-2

N-(4-chlorophenylsulfinyl)-N,N-diethylamine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.0833333h; Schlenk technique;88%
3-Oxo-2,3,4,5,6,7-tetrahydrobenzofuran
52762-36-4

3-Oxo-2,3,4,5,6,7-tetrahydrobenzofuran

diethylamino-sulfur trifluoride
38078-09-0

diethylamino-sulfur trifluoride

2-(N,N-Diethyl-aminosulfanyl)-2-fluoro-4,5,6,7-tetrahydro-benzofuran-3-one
144104-37-0

2-(N,N-Diethyl-aminosulfanyl)-2-fluoro-4,5,6,7-tetrahydro-benzofuran-3-one

Conditions
ConditionsYield
87%

Diethylaminosulfur trifluoride Chemical Properties

 The molecular structure of Diethylaminosulfur trifluoride (CAS NO.38078-09-0) is

IUPAC Name: N-ethyl-N-(trifluoro-λ4-sulfanyl)ethanamine  
Molecular Formula: C4H10F3NS
Molecular Weight: 161.18g/mol
EINECS: 253-771-2
Liansport Information: UN 2920 8/PG 1
Appearance: colourless oil
Density: 1.14 g/cm3
Boiling Point: 163.7 °C at 760 mmHg 
Flash Point: 23.9 °C 
Solubility: reacts violently with water
Storage Temperature:  2-8°C
Freely Rotating Bonds: 3 
Polar Surface Area: 3.24 Å
Index of Refraction: 1.376 
Molar Refractivity: 32.22 cm3 
Molar Volume: 140.1 cm
Surface Tension: 20.4 dyne/cm  
Enthalpy of Vaporization: 40.02 kJ/mol 
Vapour Pressure: 2.04 mmHg at 25°C  
Product Categories: Inorganic Fluorides ; Biochemistry ; Fluorinating Reagents ; Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds ; Fluorination ; Halogenation ; Nucleophilic Fluorinating Reagents ; Reagents for Oligosaccharide Synthesis ; Synthetic Organic Chemistry 
Diethylaminosulfur trifluoride, its CAS NO. is 38078-09-0. The chemical synonyms of Diethylaminosulfur trifluoride (CAS NO.38078-09-0) are (Beta-4)-sulfu ; (Diethylamino)trifluorosulfur ; (Diethylethan-aminato)trifluorosulfur ; (N,N-Diethylamino)sulfurtrifluoride ; (N-ethylethanaminato)-trifluorosulfur ; Diethylamino-schwefeltrifluorid  ; Diethylaminotrifluorosulfur ; Ethanamine,N-ethyl-,sulfurcomplex .

Diethylaminosulfur trifluoride Uses

 Diethylaminosulfur trifluoride (CAS NO.38078-09-0) can be used in organic synthesis.

Diethylaminosulfur trifluoride Safety Profile

Decomposes violently above 90°C. Decomposes explosively on contact with water. When heated to decomposition it emits toxic fumes of F, SOx, and NOx. See also FLUORIDES.
Hazard Codes: CCorrosive,TToxic,FFlammable
C:  Corrosive
T:  Toxic
F:  Highly Flammable
Risk Statements:  10-14-20/21/22-34-5-35
5:  Heating may cause an explosion 
10:  Flammable 
14:  Reacts violently with water 
34:  Causes burns 
35:  Causes severe burns 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
Safety Statements:  16-26-36/37/39-45
16:  Keep away from sources of ignition - No smoking
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
F  3-10-21
HazardClass:  8

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