| Thioacetamide | |
|---|---|
|
Thioacetamide |
|
|
Ethanethioamide |
|
|
Other names
acetothioamide, TAA, thioacetimidic acid, TA |
|
| Identifiers | |
| CAS number | 62-55-5 |
| PubChem | 2723949 |
| ChemSpider | 2006126 |
| UNII | 075T165X8M |
| KEGG | C19302 |
| ChEBI | CHEBI:32497 |
| ChEMBL | CHEMBL38737 |
| RTECS number | AC8925000 |
| Jmol-3D images | Image 1 |
|
|
|
|
| Properties | |
| Molecular formula | C2H5NS |
| Molar mass | 75.13 g/mol |
| Appearance | colourless crystals, slight mercaptan odor |
| Density | 1.269 g/cm³ |
| Melting point |
115 °C |
| Boiling point |
decomp. |
| Solubility in water | good, with hydrolysis |
| Structure | |
| Crystal structure | monoclinic |
| Hazards | |
| MSDS | MSDS |
| R-phrases | R22 R36 R37 R45 |
| S-phrases | S45 S53 |
| Main hazards | stench |
| Flash point | ?°C |
| Related compounds | |
| Related compounds | acetamide, dithioacetic acid |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| Infobox references | |
Thioacetamide is an organosulfur compound with the formula C2H5NS. This white crystalline solid is soluble in water and serves as a source of sulfide ions in the synthesis of organic and inorganic compounds. It is a prototypical thioamide.
Contents |
Thioacetamide was widely used in classical qualitative inorganic analysis as an in situ source for sulfide ions. Thus, treatment of aqueous solutions of many metal cations to a solution of thioacetamide affords the corresponding metal sulfide:
Related precipitations occur for sources of soft trivalent cations (As3+, Sb3+, Bi3+) and monovalent cations (Ag+, Cu+).
Thioacetamide is prepared by treating acetamide with phosphorus pentasulfide as shown in the following idealized reaction:[1]
The C2NH2S portion of the molecule is planar; the C-S and C-N distances are 1.713 and 1.324 Å, both indicating multiple bonding.[2]
Thioacetamide is carcinogen class 2B. It is known to produce marked hepatotoxicity in exposed animals. This is evidenced by enzymatic changes, which include elevation in the levels of serum alanine transaminase, aspartate transaminase and aspartic acid. [3]