(Diethylamino)sulfur trifluoride
(Diethylamino)sulfur trifluoride (CAS 38078-09-0), with the linear formula (C2H5)2NSF3 and a molecular weight of 161.19 g/mol, is a potent fluorinating agent. It is extensively employed in organic synthesis for the conversion of alcohols and carbonyl compounds into their fluorinated analogues. Its utility also extends to catalyzing specific reactions like Friedel-Crafts allylation and facilitating rearrangements, making it a valuable reagent for introducing fluorine into complex molecules.
- IUPAC
- DAST,Diethylaminosulfur trifluoride
- Synonyms
- DASTDiethylaminosulfur trifluoride
Fluorinating Agent
This compound serves as an effective reagent for the fluorination of alcohols and carbonyl compounds, facilitating the synthesis of various organofluorine compounds. It is also used for the fluorination of thioethers, alkenols, and cyanohydrins.
Catalyst in Organic Synthesis
(Diethylamino)sulfur trifluoride acts as a catalyst for Friedel-Crafts allylation reactions. It also promotes the rearrangement of homoallylic alcohols to their corresponding unsaturated aldehydes.
Introduction of Fluoromethyl Groups
Its ability to introduce a fluoromethyl group has been utilised to stabilise epoxide intermediates during multi-step syntheses, such as in the preparation of fluorinated epothilone derivatives.
Geminal Difluorination
This reagent is applicable for the geminal difluorination of ketopipecolinic acids, a specific transformation in synthetic chemistry.
| Molecular weight | 161.19 |
|---|---|
| Linear formula | (C2H5)2NSF3 |
| Grade | technical |
| Boiling point | 30-32 °C/3 mmHg(lit.) |
| Density | 1.22 g/mL at 25 °C(lit.) |
| Concentration | 1.0 M in dichloromethane |
| Storage temperature | 2-8°C |
| Application | • Fluorinating agent: reaction with alcohols and carbonyl compounds, Review1,2• Review on nucleophilic fluorination.2 • Catalyst for Friedel-Crafts allylation using tertiary cyclopropyl silyl ethers3 and the rearrangement of homoallylic alcohols to unsaturated aldehydes.4• Early introduction of a fluoromethyl group stabilizes the epoxide during further manipulations in the synthesis of 26-fluoro-epothilone.5 • Fluorinating agent for a variety of compounds, including thioethers, alkenols, and cyanohydrins.6,7,8• Reagent for gem difluorination of ketopipecolinic acids.9 |
Hazard statements
- H226Flammable liquid and vapour
- H302Harmful if swallowed
- H314Causes severe skin burns and eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 23 °C / 73.4 °F |
| Transport (UN / ADR) | UN 2920 8/PG 1 |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 10-14-20/21/22-34 |
| Safety statements (S) | 16-26-36/37/39-45 |
| Supplemental hazards | Reacts violently with water. |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
| Quality | packed in PTFE bottles |
|---|
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (Diethylamino)sulfur trifluoride used for?
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(Diethylamino)sulfur trifluoride is primarily used as a fluorinating agent for alcohols and carbonyl compounds, and as a catalyst in various organic synthesis reactions including Friedel-Crafts allylation and rearrangements.
What is the CAS number and formula for (Diethylamino)sulfur trifluoride?
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The CAS number is 38078-09-0 and the linear formula is (C2H5)2NSF3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (Diethylamino)sulfur trifluoride in technical grade. We do not represent this product as USP, BP, or EP grade.
How should (Diethylamino)sulfur trifluoride be handled safely?
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Danger! This compound is flammable and corrosive. It reacts violently with water. Handle with extreme care in a well-ventilated area, wearing appropriate personal protective equipment including face shields, gloves, and respirators. Refer to the Safety Data Sheet for detailed handling instructions.
How is (Diethylamino)sulfur trifluoride packed and shipped?
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This chemical is typically packed in PTFE bottles. It is shipped according to relevant dangerous goods regulations, identified as UN 2920, Class 8/PG 1.
How can I request a sample or quote for (Diethylamino)sulfur trifluoride?
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Please contact our sales team through our website or by phone to request a sample or obtain a quote for (Diethylamino)sulfur trifluoride.
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