Names | |
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Preferred IUPAC name Potassium O-ethylcarbonodithioate | |
Other names
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3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.004.946 |
EC Number |
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PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
CH3CH2OCS2K | |
Molar mass | 160.29 g·mol−1 |
Appearance | Pale yellow powder |
Density | 1.263 g/cm3 [1] |
Melting point | 225 to 226 °C (437 to 439 °F; 498 to 499 K) |
Boiling point | decomposes |
Acidity (pKa) | approximately 1.6 |
Hazards | |
GHS labelling: | |
Warning | |
H228, H302, H315, H319, H332, H335 | |
P210, P240, P241, P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P370+P378, P403+P233, P405, P501 | |
Related compounds | |
Other cations | Sodium ethyl xanthate |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Potassium ethyl xanthate (KEX) is an organosulfur compound with the chemical formula CH3CH2OCS2K. It is a pale yellow powder that is used in the mining industry for the separation of ores. It is a potassium salt of ethyl xanthic acid.
Xanthate salts are prepared by the action of alkoxides on carbon disulfide. The alkoxide is often generated in situ from potassium hydroxide: [2]
Potassium ethyl xanthate is a pale yellow powder that is stable at high pH, but rapidly hydrolyses below pH = 9:
Oxidation gives diethyl dixanthogen disulfide:
KEX is a source of ethylxanthate coordination complexes. For example (CH3CH2OCS2)3M have been prepared from KEX for M = Cr, In, Co.[ clarification needed ] [3]
Potassium ethyl xanthate is used in the mining industry as flotation agent for extraction of the ores of copper, nickel, and silver. [4] The method exploits the affinity of these "soft" metals for the organosulfur ligand.
Potassium xanthate is a useful reagent for preparing xanthate esters from alkyl and aryl halides. The resulting xanthate esters are useful intermediates in organic synthesis. [5]
The LD50 is 103 mg/kg (oral, rats) for potassium ethyl xanthate. [4]
In organic chemistry, thioesters are organosulfur compounds with the molecular structure R−C(=O)−S−R’. They are analogous to carboxylate esters with the sulfur in the thioester replacing oxygen in the carboxylate ester, as implied by the thio- prefix. They are the product of esterification of a carboxylic acid with a thiol. In biochemistry, the best-known thioesters are derivatives of coenzyme A, e.g., acetyl-CoA. The R and R' represent organyl groups, or H in the case of R.
A xanthate is a salt or ester of a xanthic acid. The formula of the salt of xanthic acid is [R−O−CS2]−M+. Xanthate also refers to the anion [R−O−CS2]−. The formula of a xanthic acid is R−O−C(=S)−S−H, such as ethyl xanthic acid, while the formula of an ester of a xanthic acid is R−O−C(=S)−S−R', where R and R' are organyl groups. The salts of xanthates are also called O-organyl dithioates. The esters of xanthic acid are also called O,S-diorganyl esters of dithiocarbonic acid. The name xanthate is derived from Ancient Greek ξανθός (xanthos) meaning 'yellowish' or 'golden', and indeed most xanthate salts are yellow. They were discovered and named in 1823 by Danish chemist William Christopher Zeise. These organosulfur compounds are important in two areas: the production of cellophane and related polymers from cellulose and for extraction of certain sulphide bearing ores. They are also versatile intermediates in organic synthesis.
Sodium ethoxide, also referred to as sodium ethanolate, is the ionic, organic compound with the formula CH3CH2ONa, C2H5ONa, or NaOEt. It is a white solid, although impure samples appear yellow or brown. It dissolves in polar solvents such as ethanol. It is commonly used as a strong base.
The Reformatsky reaction is an organic reaction which condenses aldehydes or ketones with α-halo esters using metallic zinc to form β-hydroxy-esters:
The bisulfite ion (IUPAC-recommended nomenclature: hydrogensulfite) is the ion HSO−
3. Salts containing the HSO−
3 ion are also known as "sulfite lyes". Sodium bisulfite is used interchangeably with sodium metabisulfite (Na2S2O5). Sodium metabisulfite dissolves in water to give a solution of Na+HSO−
3.
Trimethylsilyl chloride, also known as chlorotrimethylsilane is an organosilicon compound, with the formula (CH3)3SiCl, often abbreviated Me3SiCl or TMSCl. It is a colourless volatile liquid that is stable in the absence of water. It is widely used in organic chemistry.
Sodium dichromate is the inorganic compound with the formula Na2Cr2O7. However, the salt is usually handled as its dihydrate Na2Cr2O7·2H2O. Virtually all chromium ore is processed via conversion to sodium dichromate and virtually all compounds and materials based on chromium are prepared from this salt. In terms of reactivity and appearance, sodium dichromate and potassium dichromate are very similar. The sodium salt is, however, around twenty times more soluble in water than the potassium salt (49 g/L at 0 °C) and its equivalent weight is also lower, which is often desirable.
Disulfur dichloride is the inorganic compound of sulfur and chlorine with the formula S2Cl2. It is an amber oily liquid.
The Chugaev elimination is a chemical reaction that involves the elimination of water from alcohols to produce alkenes. The intermediate is a xanthate. It is named for its discoverer, the Russian chemist Lev Aleksandrovich Chugaev (1873–1922), who first reported the reaction sequence in 1899.
Iron(III) nitrate, or ferric nitrate, is the name used for a series of inorganic compounds with the formula Fe(NO3)3.(H2O)n. Most common is the nonahydrate Fe(NO3)3.(H2O)9. The hydrates are all pale colored, water-soluble paramagnetic salts.
In organic chemistry, a dithiocarbamate is a functional group with the general formula R2N−C(=S)−S−R and structure >N−C(=S)−S−. It is the analog of a carbamate in which both oxygen atoms are replaced by sulfur atoms.
Sodium dimethyldithiocarbamate is the organosulfur compound with the formula NaS2NN(CH3)2. It is one of the simplest organic dithiocarbamates. It is a white or pale yellow, water soluble solid. The compound is a precursor to fungicides and rubber chemicals.
Thiocarbonate describes a family of anions with the general chemical formula CS
3−xO2−
x (x = 0, 1, or 2):
Potassium hydrosulfide is an inorganic compound with the formula KSH. This colourless salt consists of the cation K+ and the bisulfide anion [SH]−. It is the product of the half-neutralization of hydrogen sulfide with potassium hydroxide. The compound is used in the synthesis of some organosulfur compounds. Aqueous solutions of potassium sulfide consist of a mixture of potassium hydrosulfide and potassium hydroxide.
The Jones oxidation is an organic reaction for the oxidation of primary and secondary alcohols to carboxylic acids and ketones, respectively. It is named after its discoverer, Sir Ewart Jones. The reaction was an early method for the oxidation of alcohols. Its use has subsided because milder, more selective reagents have been developed, e.g. Collins reagent.
Sodium ethyl xanthate (SEX) is an organosulfur compound with the chemical formula CH3CH2OCS2Na. It is a pale yellow powder, which is usually obtained as the dihydrate. Sodium ethyl xanthate is used in the mining industry as a flotation agent. A closely related potassium ethyl xanthate (KEX) is obtained as the anhydrous salt.
In chemistry, a thioxanthate is an organosulfur compound with the formula RSCS2X. When X is an alkali metal, the thioxanthate is a salt. When X is a transition metal, the thioxanthate is a ligand, and when X is an organic group, the compounds are called thioxanthate esters. They are usually yellow colored compounds that often dissolve in organic solvents. They are used as precursors to some catalysts, froth flotation agents, and additives for lubricants.
Potassium amyl xanthate (/pəˈtæsiəm ˌæmɪl ˈzænθeɪt/) is an organosulfur compound with the chemical formula CH3(CH2)4OCS2K. It is a pale yellow powder with a pungent odor that is soluble in water. It is widely used in the mining industry for the separation of ores using the flotation process.
Transition metal dithiocarbamate complexes are coordination complexes containing one or more dithiocarbamate ligand, which are typically abbreviated R2dtc−. Many complexes are known. Several homoleptic derivatives have the formula M(R2dtc)n where n = 2 and 3.
Ethyl xanthic acid is an organic compound with the chemical formula CH3CH2−O−C(=S)−SH. It can be viewed as an O-ethyl ester of dithiocarbonic O,S-acid. 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.