Thioformaldehyde

Quality 0.50 · 1 view · Updated 2 months ago

title: "Thioformaldehyde" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["thioaldehydes"] topic_path: "general/thioaldehydes" source: "https://en.wikipedia.org/wiki/Thioformaldehyde" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| ImageFileL1 = Thioformaldehyde-2D.png | ImageSizeL1 = | ImageAltL1 = Structural formula of thioformaldehyde | ImageFileR1 = Thioformaldehyde-3D-vdW.png | ImageSizeR1 = | ImageAltR1 = Ball-and-stick model of the thioformaldehyde molecule | IUPACName = Thioformaldehyde | OtherNames = | SystematicName = Methanethial | Section1 = {{Chembox Identifiers | CASNo = 865-36-1 | EINECS = 200-454-1 | PubChem = 79115 | ChemSpiderID = 71446 | SMILES = C=S | StdInChI = 1S/CH2S/c1-2/h1H2 | StdInChIKey = DBTDEFJAFBUGPP-UHFFFAOYSA-N }} | Section2 = {{Chembox Properties | Formula = CH2S | MolarMass = 46.09 | Appearance = unknown | Density = | MeltingPt = | BoilingPt = | Solubility = }} | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} 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. ::figure[src="https://upload.wikimedia.org/wikipedia/commons/6/6a/WSCH2.png" caption="Synthesis of a tungsten thioformaldehyde complex."] ::

::figure[src="https://upload.wikimedia.org/wikipedia/commons/a/ac/OsCH2S.png" caption="Synthesis of an osmium thioformaldehyde complex."] ::

References

References

  1. (1971). "Microwave spectrum, ground state structure, and dipole moment of thioformaldehyde". Journal of Molecular Spectroscopy.
  2. Despois, D., "Radio Line Observations of Molecular and Isotopic Species in Comet C/1995 O1 (Hale-Bopp) Implications on the Interstellar Origin of Cometary Ices", Earth, Moon, Planets 1999, 79, 103-124.
  3. (1983). "The Spectroscopy of Formaldehyde and Thioformaldehyde". Annual Review of Physical Chemistry.
  4. (2011). "The coordination chemistry of small sulfur-containing molecules: A personal perspective". Dalton Trans.

::callout[type=info title="Wikipedia Source"] This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page. ::

thioaldehydes