エチルキサントゲン酸カリウム

Potassium ethylxanthate

HCID 2735045CAS 140-89-6

基本情報

標準SMILES
CCOC(=S)[S-].[K+]
InChIKey
JCBJVAJGLKENNC-UHFFFAOYSA-M
分子式
C3H5KOS2
平均分子量
160.3 g/mol
単同位体質量
159.94188846

名称と識別子

優先名称
Potassium ethylxanthate
IUPAC
potassium ethoxymethanedithioate
現地名
エチルキサントゲン酸カリウム
英語名
Potassium ethylxanthate
分子式
C3H5KOS2
分子量
160.3

名称と別名

140-89-6POTASSIUM ETHYLXANTHATEPotassium ethyl xanthateEthylxanthic acid potassium saltPotassium ethyl xanthogenatePotassium xanthogenatePotassium ethylxanthogenatePotassium O-ethyl dithiocarbonateEthyl potassium xanthateZ 3 (Pesticide)Ethyl potassium xanthogenateDTXSID6042315
名称をさらに表示
エチルキサントゲン酸カリウムエトキシジチオぎ酸カリウムジチオ炭酸S-カリウム-O-エチルジチオ炭酸S-カリウムO-エチルキサントゲン酸カリウムキサント酸カリウムエチルカリウムエチルキサンタートキサント酸エチルカリウムエチルキサント酸カリウムジチオ炭酸O-エチル=S-カリウムジチオ炭酸O-エチルS-カリウムジチオ炭酸エチル=カリウムジチオ炭酸O-エチルカリウムキサントゲン酸カリウム(ジチオ炭酸 o-エチルカリウム)ジチオ炭酸 o-エチルカリウムカリウム=O-エチル=カルボノジチオアートジチオ炭酸O‐エチルカリウム(エチルジチオ炭酸カリウム)O-エチルジチオ炭酸カリウムカルボノジチオ酸カリウムO-エチルキサントゲン酸エチルカリウム TECHNICAL GRADEKEXPotassium O-ethyl xanthatePotassium ethylxanthogenatpotassium (ethoxymethanethioyl)sulfanide
Potassium ethyl dithiocarbonate1A6K3Y576KDTXCID4022315NSC-4850RefChem:868188205-439-3potassium o-ethyl carbonodithioatePotassium xanthate

データベース識別子

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

物性

構造計算による物性

極性表面積
42.3 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
2
重原子数
7

実験および物理化学的性質

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

物理化学的性質

融点
209 · 209-214 °C
沸点
462.37 ℃[at · 462.37℃[at 101 325 Pa]
比重(密度)
1 · 1,558 g/cm3
蒸気圧
0 Pa · 0Pa at 25℃
闪点
96 °C · 96°C
貯蔵温度
30 °C · Store below +30°C.

化学的性質

化学的特性Light Green Solid

安全と法規制

GHS分類

GHS Classification · 6 件

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

危険有害性情報

Regulatory Information · 3 件

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 件

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 件

Flam. Sol. 1 (52.3%)

Skin irritation - category 2

CSL Reaction Information · 6 件

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

安全データ

wgk
3
tsca
TSCA listed
rtecs
FG1575000
ridadr
3342
毒性
LD50 orally in Rabbit: 1700 mg/kg
hs_code
29309090

化学と産業

薬理情報

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

用途と製造

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

応用分野

解説potassium O-ethyl dithiocarbonate.C2H5OCS2K(160.31).エチルキサントゲン酸カリウムは,単にキサントゲン酸カリウムとよぶこともある.濃厚なカリウムエチラートのエタノール水溶液と二硫化炭素とを反応させると得られる.無色または淡黄色の結晶.融点約212 ℃(分解).d211.558.水,エタノールに可溶.種々の金属と着色沈殿をつくるので,分析試薬として用いられる.森北出版「化学辞典(第2版)

使用As reagent in analytical chemistry.

調製方法

純化方法Crystallise it from absolute EtOH, ligroin/ethanol or acetone by adding Et2O. Wash it with ether, then dry it in a desiccator. Its solubility in Me2CO is 8% at 25o. [Beilstein 3 H 563, 3 I 196, 3 II 367, 3 III 1101, 3 IV 1274.]

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補足説明

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

関連反応

261 件

関連ノート

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