Diethylaminosulfur trifluoride

• DAST
• N, N- diethylaminosulfur trifluoride

Yellow liquid with a pungent odor

Liquid

1.22 g · cm -3

46-47 ° C ( 13 hPa)

Decomposition in water

Risk

Template: Infobox chemical / molecular formula search available

Diethylaminosulfurtrifluoride (usually abbreviated as DAST ) is an organosulfur compound.

Production and representation

Diethylaminosulfur trifluoride can be obtained by reaction of sulfur tetrafluoride and diethylaminotrimethylsilane.

Properties

Diethylaminosulfurtrifluoride is a yellow liquid with a pungent odor, which decomposes in water and when heated; decomposition begins at about 50 ° C and at 90 ° C runs stormy.

Use

Diethylaminosulphur trifluoride is used in the organic chemistry as a mild fluorinating agent. With his help, for example, alcohols and aldehydes can be converted into the respective mono- or Difluoride. Furthermore, it is possible to synthesize from thioethers or sulfoxides, the corresponding α - Fluorthioether. Partial is the addition of catalytic amounts of antimony or zinc chloride advantage.

It also serves as the catalyst in Friedel -Crafts allylation.

Safety

On contact with water, when heated above 90 ° C and at a stormy distillation can occur to explosive decomposition. Safe handling is possible only below 50 ° C and in solution. If skin or eye contact of the flammable liquid causes severe burns are possible.