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HomeProduct name listBis(2-methoxyethyl)aminosulfur trifluoride

Bis(2-methoxyethyl)aminosulfur trifluoride

Synonym(s):Bis(2-methoxyethyl)aminosulfur trifluoride solution

  • CAS NO.:202289-38-1
  • Empirical Formula: C6H14F3NO2S
  • Molecular Weight: 221.24
  • MDL number: MFCD01321415
  • EINECS: 478-190-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-12-29 16:38:43
Bis(2-methoxyethyl)aminosulfur trifluoride Structural

What is Bis(2-methoxyethyl)aminosulfur trifluoride?

Description

Deoxo-Fluor is a nucleophilic fluorinating agent with wide use in organic chemistry. Deoxo-Fluor is more thermally stable than Diethylaminosulfur Trifluoride (DAST).

Chemical properties

Dark yellow-orange liquid

The Uses of Bis(2-methoxyethyl)aminosulfur trifluoride

Reactant for:

  • Fluorination reactions
  • Preparation of fluorinated catechols via Umpolung based nucleophilic deoxyfluorination
  • Preparation of imidazole derivatives as CXCR3 antagonists
  • Ring expansion reactions
  • Synthesis of acyl azides from carboxylic acids
  • Aldehydes or ketones from carboxylic acids and Grignard reagents via in situ generation of Weinreb amides

The Uses of Bis(2-methoxyethyl)aminosulfur trifluoride

Versatile, thermally stable nucleophilic fluorinating reagent.

The Uses of Bis(2-methoxyethyl)aminosulfur trifluoride

Bis(2-methoxyethyl)aminosulfur trifluoride
The SM (50 mg, 0.135 mmol) was dissolved in anhydrous DCM (2 mL), and the mixture was cooled to 0 C. Deoxo-Fluor (0.074 mL, 0.404 mmol) was added dropwise, the reaction mixture was stirred at 0 C for 1 h, and then allowed to reach RT over 14 h. The mixture was quenched with MeOH (1 mL) and the solvent was removed in vacuo. The residue was purified by flash chromatography to provide the product as a white solid. [50 mg, 99%]

Properties of Bis(2-methoxyethyl)aminosulfur trifluoride

Boiling point: >80°C
Density  1.2 g/mL at 25 °C(lit.)
refractive index  1.4270 to 1.4310
Flash point: 205 °F
storage temp.  2-8°C
form  liquid
appearance Clear yellow liquid
pka -7.46±0.70(Predicted)
Specific Gravity 1.2
color  clear yellow
Merck  14,2897
CAS DataBase Reference 202289-38-1(CAS DataBase Reference)
EPA Substance Registry System Sulfur, trifluoro[2-methoxy-N-(2-methoxyethyl)ethanaminato-.kappa.N]-, (T-4)- (202289-38-1)

Safety information for Bis(2-methoxyethyl)aminosulfur trifluoride

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Corrosion
Corrosives
GHS05
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H225:Flammable liquids
H261:Substances And Mixtures Which, In Contact With Water,Emit Flammable Gases
H314:Skin corrosion/irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
H336:Specific target organ toxicity,single exposure; Narcotic effects
H351:Carcinogenicity
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P231+P232:Handle under inert gas. Protect from moisture.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Bis(2-methoxyethyl)aminosulfur trifluoride

InChIKey APOYTRAZFJURPB-UHFFFAOYSA-N

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