Kalium-O-ethyldithiocarbonat

Potassium ethylxanthate

HCID 2735045

Grundinformationen

CAS
140-89-6
Standard-SMILES
CCOC(=S)[S-].[K+]
InChIKey
JCBJVAJGLKENNC-UHFFFAOYSA-M
Summenformel
C3H5KOS2
Durchschnittliche Molmasse
160,3 g/mol
Monoisotopische Masse
159,94188846

Namen und Bezeichner

Bevorzugter Name
Potassium ethylxanthate
IUPAC
potassium ethoxymethanedithioate
Lokaler Name
Kalium-O-ethyldithiocarbonat
Englischer Name
Potassium ethylxanthate
Summenformel
C3H5KOS2
Molmasse
160.3

Namen und Synonyme

140-89-6POTASSIUM ETHYLXANTHATEPotassium ethyl xanthateEthylxanthic acid potassium saltPotassium ethyl xanthogenatePotassium xanthogenatePotassium ethylxanthogenatePotassium O-ethyl dithiocarbonateEthyl potassium xanthateZ 3 (Pesticide)Ethyl potassium xanthogenateDTXSID6042315
Weitere Namen anzeigen
KEXPotassium O-ethyl xanthatePotassium ethylxanthogenatpotassium (ethoxymethanethioyl)sulfanide
Potassium ethyl dithiocarbonate1A6K3Y576KDTXCID4022315NSC-4850RefChem:868188205-439-3potassium o-ethyl carbonodithioatePotassium xanthate

Datenbank-Bezeichner

CAS
140-89-6
PubChem CID
2735045
DTXSID
DTXSID6042315
ChEMBL
CHEMBL2380738
UNII
1A6K3Y576K
EC Number
205-439-3
Nikkaji
J2.025G

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
42,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
2
Schwere Atome
7

Experimentelle und physikochemische Eigenschaften

Chemical ClassesMetals -> Organic Acids, Metal Salts
Physical DescriptionWhite to light yellow solid; [Merck Index] Light yellow powder with an unpleasant odor; [Alfa Aesar MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
209 · 209-214 °C
Siedepunkt
462.37 ℃[at · 462.37℃[at 101 325 Pa]
Dichte
1 · 1,558 g/cm3
Dampfdruck
0 Pa · 0Pa at 25℃
Flammpunkt
96 °C · 96°C
storage temp.
30 °C · Store below +30°C.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 2.3% (2 of 88) of reports.

Danger

H228 (52.3%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 88 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Carbonodithioic acid, O-ethyl ester, potassium salt

Carbonodithioic acid, O-ethyl ester, potassium salt (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Carbonodithioic acid, O-ethyl ester, potassium salt (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 21-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/11851

Other Safety InformationIMAP assessments - Sodium and Potassium xanthate salts: Human health tier II assessment
Hazards Summary · 1 Eintrag

Causes somnolence and respiratory depression in oral lethal-dose studies of mice; Causes excitement and muscle contraction or spasticity in oral lethal-dose studies of rats; Causes changes in erythrocyte counts in 26-week oral studies of rats; [RTECS] A skin and strong eye irritant; Toxic by ingestion; [Alfa Aesar MSDS]

Hazard Classes and Categories · 2 Einträge

Flam. Sol. 1 (52.3%)

Skin irritation - category 2

CSL Reaction Information · 6 Einträge

CSL00205

3-[Ethoxylthiocarbonylthio]quinoline; Carbonodithioic acid, O-ethyl S-3-quinolinyl ester + Potassium ethylxanthate + 3-Aminoquinoline

I was attempting to prepare 3-[ethoxy(thiocarbonyl)thio]quinoline by reacting the diazonium salt of 3-aminoquinine with potassium ethyl xanthate when an explosion occurred. Thankfully, the injury I received was minor. I was following the procedure described in the Journal of the Chemical Society, Part III [3, 2384 (1959)] on twice their scale. Jerry March's book "Advanced Organic Chemistry: Reactions, Mechanisms, Structure" (New York: John Wiley & Sons, 1992, 4th edition, page 670) lists the procedure as a customary route for the desired aryl xanthate ester and a convenient method for producing thiophenols. The same procedure is also described in "Organic Syntheses, Collective Volume III" (New York: John Wiley & Sons, page 809. DOI: 10.15227/orgsyn.027.0081), which contains a cautionary note about a reported explosion, although the editors found no unusual reactivity. Since diazo esters were present, the explosion most likely resulted from the diazo ester's tendency to decompose explosively. It is unclear whether the diazo ester is a precursor of the desired product or whether the diazo ester forms through a competitive reaction. The reaction proceeded without event. But unlike the literature preparations, precipitation occurred during product extraction with diethyl ether and was isolated by filtration. A 1H NMR of the wet cake was consistent with the desired structure. The solid was air-dried overnight and weighed 17 g. The detonation occurred when a metal spatula was inserted into the solid. Related work in Tetrahedron Letters [26, 6365 (1985)] successfully demonstrated the safe preparation of diaryl sulfides. However, this was done at 25 ºC (mine at 45 ºC) with care taken to avoid heat, since a reference is cited of an explosion at 60 ºC. Also, the disappearance of the suspected diazo sulfide was monitored by thin layer chromatography, and sluggish reactions were not pushed to conversion. Instead, chromatography was used to remove any intermediates." (reprint of full text)

Explosive

Not Available

In the safety letter above, one substance name - - 3-aminoquinine- may be misspelled. The correct name is 3-Aminoquinoline. See Discussion section of: Cragoe, Edward J., Jr.; Robb, Charles M. 3-Hydroxyquinoline. Org. Synth. 1960, 40, 54. DOI: 10.15227/orgsyn.040.0054

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
3342
hs_code
29309090
RTECS-Nr.
FG1575000
risk_code
36/37/38-22-20/22-11

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationSubstances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.

Verwendung und Herstellung

UsesUsed as a reagent in analytical chemistry; [Merck Index]
U.S. Production2022: 197,000 lb
General Manufacturing InformationCarbonodithioic acid, O-ethyl ester, potassium salt (1:1): ACTIVE

Anwendungen

VerwendenAs reagent in analytical chemistry.

Anbieter100 Anbieter

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Ergänzende Hinweise

DefinitionColorless or light-yellow crystals. Soluble in water and alcohol; insol- uble in ether.

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