Basic information
- CAS
38078-09-0- Standard SMILES
CCN(CC)S(F)(F)F- InChIKey
CSJLBAMHHLJAAS-UHFFFAOYSA-N- Molecular formula
- C4H10F3NS
- Average molar mass
- 161.19 g/mol
- Monoisotopic mass
- 161.04860498
Overview
fluorinating agent for carbohydrates
Names & identifiers
- Preferred name
- (Diethylamino)sulfur trifluoride
- IUPAC
- N-ethyl-N-(trifluoro-λ4-sulfanyl)ethanamine
- English name
- Diethylaminosulfur trifluoride
- Molecular formula
- C4H10F3NS
- Molecular weight
- 161.19
Names & synonyms
Diethylaminosulfur trifluoride38078-09-0DAST(Diethylamino)sulfur trifluoride78622BV6IJDTXSID20191484RefChem:133474DTXCID30113975253-771-2(Diethylamino)sulphur trifluoridediethylaminosulfurtrifluoridediethylaminosulphur trifluoride
Show more names
ET2NSF3Diethylamine sulfur trifluoride(N,N-diethylamino)sulfurtrifluorideamino)suLfur trifL(beta-4)-sulfu(T-4)-(N-ethyl
diethylaminosulphurtrifluorideN-ETHYL-N-(TRIFLUORO-LAMBDA4-SULFANYL)ETHANAMINEMFCD00000363C4H10F3NS(DIETHYLAMINO)TRIFLUOROSULFURSulfur, (N-ethylethanaminato)trifluoro-, (T-4)-diethyl(trifluoro-lambda4-sulfanyl)aminediethyl aminosulfurtrifluoride
Database identifiers
- CAS
38078-09-0- PubChem CID
- 123472
- DTXSID
DTXSID20191484- UNII
- 78622BV6IJ
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 4.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 78.4
Experimental & physicochemical properties
SpringerMaterials Properties19F nuclear magnetic resonance spectrum
Physicochemical properties
- Boiling point
- 30 · 30-32 °C3 mm Hg(lit.)
- Density
- 1.22 g/mL · 1.22 g/mL at 25 °C(lit.)
- refractive index
- 1.41 · 1.41-1.416
- Flash point
- 75 °F · 75 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Benzene, Chloroform (Slightly)
- pka
- -4.87 · -4.87±0.70(Predicted)
- form
- liquid
- Specific Gravity
- 1.22 · 1.220
- color
- Colorless to Yellow to Orange
- Water Solubility
- decomposes
- Sensitive
- Moisture Sensitive
- Merck
- 14 · 14,3113
Safety & regulation
GHS classification
GHS Classification
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 61 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationDiethylaminosulphur trifluoride: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
CSL Reaction Information
CSL00075
WATER + DIETHYLAMINOSULFUR TRIFLUORIDE
DAST alone at >90C explodes or in combination with water
Explosive
User-Reported
7/8/18
Safety data
- F
- 3-10-21
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN 2920 8/PG 1
- hs_code
- 29309070
- risk_code
- 10-14-20/21/22-34-5-35-40
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05
- hazard_code
- C,T,F
- hazard_note
Chemistry & industry
Applications
UsesDiethylaminosulfur Trifluoride is a very useful Nucleophilic fluorinating agent in chemical synthesis. It is also used as a reagent in the preparation of 2-thiazolines from (1,2)-thioam ido-alcohols.
Preparation methods
PreparationThis preparation of diethylaminosulfur trifluoride is an adaptation of a procedure first described by von Halasz and Glemser.The same procedure can also be used to prepare other dialkylaminosulfur trifluorides by the substitution of the diethylaminotrimethylsilane with other dialkylaminotrimethylsilanes. A solution of 96 g (0.66 mole) of diethylaminotrimethylsilane in 100 ml trichlorofluoromethane was added dropwise to a solution of 40 ml (measured at -78°, 0.72 mole) of sulfur tetrafluoride in 200 ml of trichlorofluoromethane at -65° to -60°. The reaction mixture was warmed to room temperature and then distilled to give 88.86 g (84% yield) of diethylaminosulfur trifluoride as a pale yellow liquid, bp 46°-47° (10 mm).
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
1,488 records
Compound notes
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