Acetyl iodide

Quality 0.50 · 2 views · Updated 2 months ago

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

| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477240005 | ImageFileL1 = Acetyl-iodide-2D-skeletal.svg | ImageClassL1 = skin-invert | ImageFileL1_Ref = | ImageNameL1 = Skeletal formula of acetyl iodide | ImageFileR1 = Acetyl-iodide-3D-vdW.png | ImageClassR1 = bg-transparent | ImageFileR1_Ref = | ImageNameR1 = Spacefill model of acetyl iodide | PIN = Acetyl iodide | SystematicName = Ethanoyl iodide |Section1={{Chembox Identifiers | CASNo_Ref = | CASNo = 507-02-8 | UNII_Ref = | UNII = JAL3KV9I1O | PubChem = 10483 | ChemSpiderID = 10051 | ChemSpiderID_Ref = | EINECS = 208-062-2 | UNNumber = 1898 | SMILES = CC(I)=O | StdInChI = 1S/C2H3IO/c1-2(3)4/h1H3 | StdInChI_Ref = | InChI = 1/C2H3IO/c1-2(3)4/h1H3 | StdInChIKey = LEKJTGQWLAUGQA-UHFFFAOYSA-N | StdInChIKey_Ref = | InChIKey = LEKJTGQWLAUGQA-UHFFFAOYAR |Section2={{Chembox Properties | C=2 | H=3 | I=1 | O=1 | BoilingPtK = 381 | Solubility = Decomposes |Section3={{Chembox Thermochemistry | DeltaHf = −163.18 – −161.42 kJ mol−1 |Section4={{Chembox Related | OtherFunction_label = acyl halides | OtherFunction = Acetyl chloride | OtherCompounds = Acetic acid

Acetic anhydride

Acetyl iodide is an organoiodine compound with the formula CH3COI. It is a colourless liquid. It is formally derived from acetic acid. Although far rarer in the laboratory than the related acetyl bromide and acetyl chloride, acetyl iodide is produced, transiently at least, on a far larger scale than any other acid halide. Specifically, it is generated by the carbonylation of methyl iodide in the Cativa and Monsanto processes, which are the main industrial processes that generate acetic acid. It is also an intermediate in the production of acetic anhydride from methyl acetate.

Upon treatment with carboxylic acids, acetyl iodide does not exhibit reactions typical of acyl halides, such as acetyl chloride. Instead, acetyl iodide undergoes iodide/hydroxide exchange with most carboxylic acids:

:

References

References

  1. "ACETYL IODIDE - PubChem Public Chemical Database". National Center for Biotechnology Information.
  2. Jones, J. H.. (2000). "The Cativa Process for the Manufacture of Acetic Acid". [[Platinum Metals Rev.]].
  3. (1992). "Eastman Chemical Company Acetic Anhydride Process". Catal. Today.
  4. (2003). "Acyl Iodides in Organic Synthesis: IV. Reaction of Acetyl Iodide with Carboxylic Acids". Russian Journal of Organic Chemistry.

::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. ::

acyl-halidesacetyl-compounds