Book chapter
Bis(ethoxythiocarbonyl)sulfide
Encyclopedia of Reagents for Organic Synthesis
John Wiley & Sons, Ltd
1995
DOI: 10.1002/047084289X.rn00637
Abstract
[ 2905‐52‐4 ] C 6 H 10 O 2 S 3 (MW 210.34) InChI = 1S/C6H10O2S3/c1‐3‐7‐5(9)11‐6(10)8‐4‐2/h3‐4H2,1‐2H3 InChIKey = ALGQDBJUFSYDLA‐UHFFFAOYSA‐N (thioacylating agent) Alternative Names : ethyl xanthic anhydride; O , O ‐diethyl trithiodicarbonate. Physical Data: mp 55 °C; 52–53 °C. Solubility: soluble in iso ‐octane, chloroform, tetrahydrofuran. Form Supplied in: yellow solid, commercially available. Preparative Methods: from reactions of potassium ethyl xanthate with chloroformates or phosgene, or reaction of ethyl chlorothioformate with Na 2 S. Other preparative methods have also been reported. Purification: recrystallization from hot (60 °C) ethanol/water (3∶1). Handling, Storage, and Precautions: completely stable on storage under ambient conditions over a period of years. It is long‐lived under acidic conditions, but decomposes in base with a half‐life of 4.5 h at pH 10. Its preparation and routine reactions should be performed in a well‐ventilated fume hood.
Details
- Title: Subtitle
- Bis(ethoxythiocarbonyl)sulfide
- Creators
- Gregory K Friestad - University of Iowa Iowa City IA USATao Jiang - University of Vermont Burlington VT USA
- Resource Type
- Book chapter
- Publication Details
- Encyclopedia of Reagents for Organic Synthesis
- DOI
- 10.1002/047084289X.rn00637
- Publisher
- John Wiley & Sons, Ltd; Chichester, UK
- Number of pages
- 2
- Language
- English
- Date published
- 1995
- Academic Unit
- Chemistry
- Record Identifier
- 9983986091602771
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