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Contents

   



(Top)
 


1 Preparation  





2 Esters of ethyl xanthic acid  





3 Reactions  





4 Safety  





5 References  














Ethyl xanthic acid






Esperanto
Македонски
 

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From Wikipedia, the free encyclopedia
 


Ethyl xanthic acid
Ethyl xanthic acid molecule
Names
IUPAC name

Ethoxymethanedithioic acid[1]

Other names
  • Carbonodithioic acid, O-ethyl ester[1]
  • Ethyl xanthic acid
  • Ethylxanthate[1]
  • Ethylxanthic acid[1]
  • Ethylxanthogenic acid[1]
  • O-Ethyl hydrogen carbonodithioate[1]
  • O-Ethyl dithiocarbonic acid[1]
  • Xanthogenic acid[1]
  • Identifiers

    CAS Number

    3D model (JSmol)

    EC Number

    PubChem CID

    UNII
    • InChI=1S/C3H6OS2/c1-2-4-3(5)6/h2H2,1H3,(H,5,6)[1]

    • CCOC(=S)S

    Properties

    Chemical formula

    CH3CH2OCS2H
    Molar mass 122.20 g·mol−1
    Appearance Colorless oily liquid[2][1]
    Melting point −53 °C (−63 °F; 220 K)
    Boiling point Decomposes

    Solubility in water

    Slightly[1]
    Acidity (pKa) 1.6[3]

    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    Infobox references

    Ethyl xanthic acid is an organic compound with the chemical formula CH3CH2−O−C(=S)−SH. It can be viewed as an O-ethyl esterofdithiocarbonic O,S-acid (the formula of that acid is S=C(OH)(SH)). Ethyl xanthic acid belongs to the category of thioacids, where the prefix thio- means that an oxygen atom in the compound is replaced by a sulfur atom.

    Preparation[edit]

    Ethyl xanthic acid is obtained by the action of dilute sulfuric acidonpotassium ethyl xanthate at 0 °C.[4]


    Ethyl xanthic acid is a colorless, labile oil. In aqueous solution, it decomposes rapidly by a unimolecular pathway to give carbon disulfide and ethanol.[1][4][5]

    Esters of ethyl xanthic acid[edit]

    The methyl and ethyl esters of ethyl xanthic acid are colorless, oily liquids with a penetrating odor.[6]

    Methyl ethylxanthate or O-ethyl S-methyl dithiocarbonate, a methyl ester of ethyl xanthic acid
    Ethyl ethylxanthate or O,S-diethyl dithiocarbonate, an ethyl ester of ethyl xanthic acid

    Reactions[edit]

    Ethyl xanthic acid reacts with water or moisture producing carbon disulfide.[1][clarification needed]

    Safety[edit]

    In an experiment with white rats, chronically exposed rats by inhalation of ethyl xanthic acid revealed higher frequency of chromosomal rearrangements in lymphocytesofperipheral blood than the control rats.[1]

    References[edit]

    1. ^ a b c d e f g h i j k l m n o p "Ethylxanthate". PubChem.
  • ^ "Xanthic acid". merriam-webster.com.
  • ^ Millican, Robert J.; Sauers, Carol K. (1979). "General acid-catalyzed decomposition of alkyl xanthates". The Journal of Organic Chemistry. 44 (10): 1664–1669. doi:10.1021/jo01324a018.
  • ^ a b "Xanthic Acid" . Encyclopædia Britannica. Vol. 28 (11th ed.). 1911. p. 881.
  • ^ Iwasaki, Iwao; Cooke, Strathmore R. B. (1958). "The Decomposition of Xanthate in Acid Solution". Journal of the American Chemical Society. 80 (2): 285–288. doi:10.1021/ja01535a008.
  • ^ "Xanthic acid". dictionary.com.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Ethyl_xanthic_acid&oldid=1234088013"

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