词条 | Trimethylsulfonium | ||||||||||||||||||||||||||||||
释义 |
| ImageFile = Trimethylsulfonium.svg | ImageSize = 120px | ImageAlt = | IUPACName = | OtherNames = Trimesium | Section1 = {{Chembox Identifiers | CASNo = 676-84-6 | PubChem = | ChemSpiderID = 1115 | SMILES = C[S+](C)C | Section2 = {{Chembox Properties | Formula = C3H9S+ | MolarMass = 77.17 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} Trimethylsulfonium (systematically named trimethylsulfanium and trimethylsulfur(1+)) is an organic cation with the chemical formula (CH3)3S+ (also written as {{Chem|C|3|H|9|S|+}}). It is the simplest sulfonium cation. CompoundsSeveral salts of trimethylsulfonium are known:
PreparationSulfonium compounds can be synthesised by treating a suitable alkyl halide with a thioether. For example, the reaction of dimethyl sulfide with iodomethane yields trimethylsulfonium iodide: CH3–S–CH3 + CH3–I → (CH3)3SI RelatedAn extra oxygen atom can bond to the sulfur atom to yield the trimethylsulfoxonium ion. UseGlyphosate herbicide is often supplied as a trimethylsulfonium salt. When mixed with aluminium bromide, or aluminium chloride or even hydrogen bromide, trimethylsulfonium bromide forms an ionic liquid, which melts at temperatures below standard conditions.[8] References1. ^Heilbron's Dictionary of Organic Compounds, volume 4, revised edition published in 1953. Published in Great Britain 2. ^{{cite journal|year = 1919|volume = 40|issue = 8|pages = 417–429|title = Über Trimethylsulfoniumverbindungen|journal = Monatshefte für Chemie und verwandte Teile anderer Wissenschaften|first = H.|last = Blättler|doi = 10.1007/BF01559085}} 3. ^1 {{cite journal|title = Über die Einwirkung von Jodmethyl auf Disulfide|first1 = W.|last1 = Steinkopf|first2 = S.|last2 = Müller|doi = 10.1002/cber.19230560834|journal = Chem. Ber.|volume = 56|issue = 8|pages =1926–1930|year = 1923}} 4. ^{{cite journal|year = 1941|volume = 29|issue = 17|pages = 256|title = Trimethylammoniumjodid und Trimethylsulfoniumjodid|last = Mussgnug|first = F.|journal = Naturwissenschaften|doi = 10.1007/BF01479158}} 5. ^{{cite journal|last1=Zuccaro|first1=D. Ε.|last2=McCullough|first2=J. D.|title=The crystal structure of trimethylsulfonium iodide|journal=Zeitschrift für Kristallographie - Crystalline Materials|date=1 January 1959|volume=112|issue=1-6|doi=10.1524/zkri.1959.112.jg.401}} 6. ^{{cite web|title=Trimethylsulfonium tetrafluoroborate|url=http://www.sigmaaldrich.com/catalog/product/aldrich/740489|publisher=Sigma-Aldrich|accessdate=23 September 2016}} 7. ^{{cite web|title=Trimethylsulfonium methyl sulfate|url=http://www.sigmaaldrich.com/catalog/product/aldrich/303593|publisher=Sigma-Aldrich|accessdate=23 September 2016}} 8. ^{{cite journal|last1=Ma|first1=M.|last2=Johnson|first2=K.E.|title=Some physicochemical characteristics of molten salts derived from trimethylsulfonium bromide|journal=Canadian Journal of Chemistry|date=April 1995|volume=73|issue=4|pages=593–598|doi=10.1139/v95-076}} See also
2 : Cations|Sulfur ions |
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