Thiourea dioxide
| Names | |
|---|---|
| IUPAC name
Amino(imino)methanesulfinic acid
| |
| Other names
Formamidine sulfinic acid
Formamidinesulfinic acid Thiourea sulfone Thiox | |
| Properties | |
| CH4N2O2S | |
| Molar mass | 108.12 g/mol |
| Appearance | White or slight yellowish solid |
| Odor | Odorless |
| Density | 1.706 g/cm3[1] |
| Melting point | 126 °C (259 °F; 399 K) (decomposes) |
| Boiling point | Decomposes |
| 3.0 g/100 mL | |
| Hazards | |
| Safety data sheet | Sigma-Aldrich |
| Related compounds | |
| Related compounds
|
Thiourea |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Thiourea dioxide (CH4N2O2S) is an organosulfur compound that is used as reductive bleaching in the textile industry. The compound exhibits tautomerism.
Contents
Properties
Chemical
Thiourea dioxide can be used to reduce ketones to secondary alcohols.[2]
Physical
Thiourea dioxide is a white solid, poorly soluble in water.
Availability
Thiourea dioxide is sold by lab suppliers.
Preparation
Thiourea dioxide can be easily prepared by the oxidation of thiourea with hydrogen peroxide.
- (NH2)2CS + 2 H2O2 → (NH)(NH2)CSO2H + 2 H2O
Chlorine dioxide can also be used.
Projects
- Reduction of aromatic nitroaldehydes and nitroketones to nitroalcohols
Handling
Safety
Thiourea dioxide is not very toxic, but it is irritating to skin and mucous membranes.
Storage
In closed bottles.
Disposal
Thiourea dioxide can be strongly diluted with water and poured down the drain.
Heating it in a kiln/oven is another possibility, as the decomposition produces carbon dioxide, sulfur dioxide, nitrogen, ammonia.
References
- ↑ Sullivan; Hargreaves; Acta Crystallographica; vol. 15; (1962); p. 675
- ↑ https://www.sciencedirect.com/science/article/pii/S0040403901843203
