235253

(Diethylamino)sulfur trifluoride

95%

• Synonym(s): DAST, Diethylaminosulfur trifluoride
• Linear Formula: (C₂H₅)₂NSF₃
• CAS Number: 38078-09-0
• Molecular Weight: 161.19
• Beilstein: 1849066
• EC Number: 253-771-2
• MDL number: MFCD00000363
• UNSPSC Code: 12352101
• PubChem Substance ID: 24854092
• NACRES: NA.22

Properties

• Assay: 95%
• form: liquid
• bp: 30-32 °C/3 mmHg (lit.)
• density: 1.22 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CCN(CC)S(F)(F)F
• InChI: 1S/C4H10F3NS/c1-3-8(4-2)9(5,6)7/h3-4H2,1-2H3
• InChI key: CSJLBAMHHLJAAS-UHFFFAOYSA-N

Description

General description

Diethylamino sulfur trifluoride (DAST) is a fluorinating reagent used in the synthesis of fluorinated compounds and ring-opening reactions.

Application

• Fluorinating agent: reaction with alcohols and carbonyl compounds, Review
• Review on nucleophilic fluorination.
• Catalyst for Friedel-Crafts allylation using tertiary cyclopropyl silyl ethers and the rearrangement of homoallylic alcohols to unsaturated aldehydes.
• Early introduction of a fluoromethyl group stabilizes the epoxide during further manipulations in the synthesis of 26-fluoro-epothilone.
• Fluorinating agent for a variety of compounds, including thioethers, alkenols, and cyanohydrins.
• Reagent for gem difluorination of ketopipecolinic acids.

Safety Information

• Pictograms: GHS02,GHS05
• Signal Word: Danger
• Hazard Statements: H226,H242,H314
• Precautionary Statements: P210 - P280 - P303 + P361 + P353 - P305 + P351 + P338 - P370 + P378 - P403 + P235
• Hazard Classifications: Eye Dam. 1 - Flam. Liq. 3 - Self-react. D - Skin Corr. 1A
• Supplementary Hazards: EUH014
• Storage Class Code: 5.2 - Organic peroxides and self-reacting hazardous materials
• WGK: WGK 3
• Flash Point(F): 73.4 °F
• Flash Point(C): 23 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves