Thioformaldehyde

Thioformaldehyde

Structural formula of thioformaldehyde Ball-and-stick model of the thioformaldehyde molecule
Names
IUPAC name Thioformaldehyde
Systematic IUPAC name Methanethial
Identifiers
CAS Number	865-36-1
3D model (JSmol)	Interactive image
ChemSpider	71446
ECHA InfoCard
EC Number	200-454-1
E number
PubChem CID	79115
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/CH2S/c1-2/h1H2 Key: DBTDEFJAFBUGPP-UHFFFAOYSA-N
SMILES C=S
Properties
Chemical formula	CH2S
Molar mass	46.09
Appearance	unknown
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Thioformaldehyde is the organosulfur compound with the formula CH₂S. It is the simplest thioaldehyde. This compound is not observed in the condensed state (solid or liquid) because it oligomerizes to 1,3,5-trithiane, which is a stable colorless compound with the same empirical formula.

Despite the instability of these concentrated forms, thioformaldehyde as a dilute gas has been extensively studied. For these purposes, it is produced by thermal decomposition of dimethyl disulfide. The molecule has been observed in the interstellar medium and has attracted much attention for its fundamental nature. The tendency of thioformaldehyde to form chains and rings is a manifestation of the double bond rule.

Although thioformaldehyde tends to oligomerize, many metal complexes are known. One example is Os(SCH₂)(CO)₂(PPh₃)₂.

File:WSCH2.png

Synthesis of a tungsten thioformaldehyde complex.

File:OsCH2S.png

Synthesis of an osmium thioformaldehyde complex.