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Diethylaminosulfur trifluoride

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Name

Diethylaminosulfur trifluoride

EINECS 253-771-2
CAS No. 38078-09-0 Density 1.14 g/cm3
PSA 28.54000 LogP 2.70130
Solubility decomposes in water Melting Point N/A
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;

Article Data 12

Diethylaminosulfur trifluoride Synthetic route

996-50-9

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

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
80027-80-1

C9H13F10NOS

A

1550-61-4

diethylamidosulfurous fluoride

B

678-73-9

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

C

38078-09-0

diethylamino-sulfur trifluoride

D

80032-41-3

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

E

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
80027-80-1

C9H13F10NOS

A

678-73-9

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

B

38078-09-0

diethylamino-sulfur trifluoride

C

80032-41-3

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

D

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
80027-81-2

C11H13F14NOS

A

1550-61-4

diethylamidosulfurous fluoride

B

38078-09-0

diethylamino-sulfur trifluoride

C

2708-11-4

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

D

80032-43-5

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

E

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
80027-81-2

C11H13F14NOS

A

1550-61-4

diethylamidosulfurous fluoride

B

38078-09-0

diethylamino-sulfur trifluoride

C

80032-43-5

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

D

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
80027-81-2

C11H13F14NOS

A

38078-09-0

diethylamino-sulfur trifluoride

B

2708-11-4

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

C

80032-43-5

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

D

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
73602-61-6

triethylamine tris(hydrogen fluoride)

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

A

38078-09-0

diethylamino-sulfur trifluoride

B

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

38078-09-0

diethylamino-sulfur trifluoride

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

Conditions
ConditionsYield
In dichloromethane100%
38078-09-0

diethylamino-sulfur trifluoride

56002-71-2

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

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%
38078-09-0

diethylamino-sulfur trifluoride

56002-63-2

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

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%

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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