potassium (ethoxymethanethioyl)sulfanide

• ChemBase ID: 129063
• Molecular Formular: C3H5KOS2
• Molecular Mass: 160.2995
• Monoisotopic Mass: 159.94188846
• SMILES: [K+].[S-]C(=S)OCC
• Canonical SMILES: [S-]C(=S)OCC.[K+]
• InChI: InChI=1S/C3H6OS2.K/c1-2-4-3(5)6;/h2H2,1H3,(H,5,6);/q;+1/p-1
• InChIKey: JCBJVAJGLKENNC-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium (ethoxymethanethioyl)sulfanide
• IUPAC Traditional name: potassium (ethoxymethanethioyl)sulfanide
• Synonyms: potassium ethylxanthogenate; potassium-O-ethyl dithiocarbonate; Potassium ethyl xanthate; Ethyl potassium xanthate; O-Ethylxanthic acid potassium salt; Potassium ethyl xanthate; Potassium O-ethyl carbonodithioate; Carbonodithioic Acid O-Ethyl Ester Potassium Salt; (O-Ethyl Dithiocarbonato)potassium; O-Ethyl Carbonodithioate; Potassium Ethyl Xanthogenate technical grade, 90%; 乙基黄原酸钾

Database IDs

• CAS Number: 140-89-6
• EC Number: 205-439-3
• MDL Number: MFCD00004931
• Beilstein Number: 3596974
• Merck Index: 147696
• PubChem SID: 162223363
• PubChem CID: 2735045
• Chemspider ID: 8491
• Wikipedia Title: Potassium_ethyl_xanthate

CALCULATED PROPERTIES

• Acid pKa: 1.141272
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.0134006
• LogD (pH = 7.4): 1.0131584
• Log P: 2.1561372
• Molar Refractivity: 34.1628 cm^3
• Polarizability: 13.784164 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Light Green Solid; Pale yellow powder
• Melting Point: 214-216°C; 225 – 226 °C; ca 205°C dec.
• Boiling Point: decomposes
• Flash Point: 205°C(401°F)
• Density: 1.263 g/cm^3; 1.558
• pKa: approximately 1.6

Safety Information

• RTECS: FG1575000
• European Hazard Symbols: X
• Risk Statements: 22-36/37/38; R15 R21 R22 R29 R36 R38
• Safety Statements: 26-36/37-60; S3 S9 S35 S36 S37 S38 S39 S16 S23 S51
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95+%; 98%

REFERENCES

• Reagent for extraction of metal ions into organic solvents: Talanta, 23, 417 (1975).
• For use in the conversion of o-phenylenediamines to 2-mercapto benzimidazoles and o-amino phenols to 2-mercapto benzoxazoles, see: Org. Synth. Coll., 4, 569 (1963).
• Reaction with the tosylate of a secondary alcohol, followed by cleavage with ethylenediamine gives the thiol of opposite configuration: Synthesis, 425 (1974).
• For conversion of arene diazonium salts to thiols via the aryl ethyl xanthate, see: Org. Synth. Coll., 3, 809 (1955). [Caution! explosive diazonium xanthates may be formed: Org. Synth. Coll., 5, 1050 (1973)].