Sulfonmethane
 | |
 | |
| Clinical data | |
|---|---|
| ATC code |
|
| Legal status | |
| Legal status |
|
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.003.704 |
| Chemical and physical data | |
| Formula | C7H16O4S2 |
| Molar mass | 228.32 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
  (what is this?) (verify) | |
Sulfonmethane (sulfonomethane, sulfonal, acetone diethyl sulfone)[1] is a chemical compound first synthesized by Eugen Baumann in 1888 and introduced as a hypnotic drug by Alfred Kast later on, but now superseded by newer and safer sedatives.[2] Its appearance is either in colorless crystalline or powdered form. In United States, it is scheduled as a Schedule III drug in the Controlled Substance Act.[3]
Chemistry
[edit]Sulfonal is prepared by condensing acetone with ethyl mercaptan in the presence of hydrochloric acid, the mercaptol (CH3)2C(SC2H5)2 formed being subsequently oxidized by potassium permanganate. It is also formed by the action of alcoholic potash and methyl iodide on ethylidene diethyl sulfine, CH3CH(SO2C2H5)2 (which is formed by the oxidation of dithioacetal with potassium permanganate). It crystallizes in prisms melting at 125 C, which are practically insoluble in cold water, but dissolves in 15 parts of hot water and also in alcohol and ether.
See also
[edit]References
[edit]- ^ DE Patent 46333
- ^ American Heritage Dictionary
- ^ "DEA Scheduling".
Further reading
[edit]- Kast A (1888). Sulfonal, ein neues Schlafmittel (in German). Berlin.
{{cite book}}: CS1 maint: location missing publisher (link) - Wendt EC (1888). "Sulfonal, a new Hypnotic". The Medical Record. 33 (22). New York: 597–598.
- Bayer (1889). "Sulfonal". The Cincinnati Lancet-Clinic. 22. Cincinnati: J. C. Culbertson: 2.