| 词条 | Acetyl iodide |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477240005 | ImageFileL1 = Acetyl-iodide-2D-skeletal.svg | ImageFileL1_Ref = {{chemboximage|correct|??}} | ImageNameL1 = Skeletal formula of acetyl iodide | ImageFileR1 = Acetyl-iodide-3D-vdW.png | ImageFileR1_Ref = {{chemboximage|correct|??}} | ImageNameR1 = Spacefill model of acetyl iodide | PIN = Ethanoyl iodide{{Citation needed|date = July 2011}} | SystematicName = Acetyl iodide[1] |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|changed|??}} | CASNo = 507-02-8 | PubChem = 10483 | ChemSpiderID = 10051 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | EINECS = 208-062-2 | UNNumber = 1898 | SMILES = CC(I)=O | StdInChI = 1S/C2H3IO/c1-2(3)4/h1H3 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | InChI = 1/C2H3IO/c1-2(3)4/h1H3 | StdInChIKey = LEKJTGQWLAUGQA-UHFFFAOYSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | 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 that are the main industrial route to acetic acid.[2] It is also an intermediate in the production of acetic anhydride from methyl acetate.[3] 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:[4] CH3COI + RCO2H → CH3CO2H + RCOI References1. ^{{Cite web|url = https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=10483|title = ACETYL IODIDE - PubChem Public Chemical Database|work = The PubChem Project|location = USA|publisher = National Center for Biotechnology Information}} 2. ^{{cite journal|title = The CativaTM Process for the Manufacture of Acetic Acid|author = Jones, J. H.|journal = Platinum Metals Rev.|year = 2000|volume = 44|issue = 3|pages = 94–105|url = http://www.platinummetalsreview.com/pdf/pmr-v44-i3-094-105.pdf}} 3. ^{{citation | last1 = Zoeller | first1 = J. R. | last2 = Agreda | first2 = V. H. | last3 = Cook | first3 = S. L. | last4 = Lafferty | first4 = N. L. | last5 = Polichnowski | first5 = S. W. | last6 = Pond | first6 = D. M. | title = Eastman Chemical Company Acetic Anhydride Process | journal = Catal. Today | year = 1992 | volume = 13 | issue = 1 | pages = 73–91 | doi = 10.1016/0920-5861(92)80188-S}} 4. ^{{cite journal | doi =10.1023/B:RUJO.0000019730.43667.46 | title =Acyl Iodides in Organic Synthesis: IV. Reaction of Acetyl Iodide with Carboxylic Acids | year =2003 |author1=M. G. Voronkov |author2=L. I. Belousova |author3=A. A. Trukhina |author4=N. N. Vlasova | journal =Russian Journal of Organic Chemistry | volume =39 | issue =12 | pages =1702}} 1 : Acyl iodides |
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