Potassium amyl xanthate

Potassium amyl xanthate
Names
	Preferred IUPAC name Potassium O-pentyl carbonodithioate
	Other names potassium pentylxanthogenate; potassium-O-pentyl dithiocarbonate
Identifiers
CAS Number	2720-73-2 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL2380741;
ChemSpider	16668 ;
ECHA InfoCard	100.018.481
EC Number	220-329-5;
PubChem CID	493949;
CompTox Dashboard (EPA)	DTXSID2062610 ;
	InChI InChI=1S/C6H12OS2.K/c1-2-3-4-5-7-6(8)9;/h2-5H2,1H3,(H,8,9);/q;+1/p-1 Key: YIBBMDDEXKBIAM-UHFFFAOYSA-M ; InChI=1S/C6H12OS2.K/c1-2-3-4-5-7-6(8)9;/h2-5H2,1H3,(H,8,9);/q;+1/p-1;
	SMILES CCCCCOC(=S)[S-].[K+];
Properties
Chemical formula	C6H11KOS2
Molar mass	202.37 g·mol−1
Appearance	Pale yellow or yellow powder
Density	1.073 g/cm3
Solubility in water	Soluble
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H228, H302, H312, H315, H319, H335, H411
Precautionary statements	P210, P240, P241, P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P370+P378, P391, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

Production and properties

As typical for xanthates, potassium amyl xanthate is prepared by reacting n-amyl alcohol with carbon disulfide and potassium hydroxide.^[1]

CH₃(CH₂)₄OH + CS₂ + KOH → CH₃(CH₂)₄OCS₂K + H₂O

Potassium amyl xanthate is a pale yellow powder. Its solutions are relatively stable between pH 8 and 13 with a maximum of stability at pH 10.^[2]

Related compounds

Sodium amyl xanthate is used in the separation of nickel and copper from their ores.^[3]

Safety

The LD₅₀ is 90-148 mg/kg (oral, rat). ^[4]

It is a biodegradable compound.

References

^ Charles C. Price and Gardner W. Stacy (1948). "p-nitrophenyl sulfide". Organic Syntheses. 28: 82; Collected Volumes, vol. 3, p. 667.
^ J. Dyer, L. H. Phifer, Macromolecules 2 (1969) 111. R. J. Millican, C. K. Sauers, J. Org. Chem. 44 (1979) 1964.
^ Kerfoot, Derek G. E. (2005). "Nickel". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_157. ISBN 978-3527306732.
^ Kathrin-Maria Roy "Xanthates" in Ullmann's Encyclopedia of Industrial Chemistry 2005, Wiley-VCH, Weinheim.

[1] Charles C. Price and Gardner W. Stacy (1948). "p-nitrophenyl sulfide". Organic Syntheses. 28: 82; Collected Volumes, vol. 3, p. 667.

[2] J. Dyer, L. H. Phifer, Macromolecules 2 (1969) 111. R. J. Millican, C. K. Sauers, J. Org. Chem. 44 (1979) 1964.

[3] Kerfoot, Derek G. E. (2005). "Nickel". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_157. ISBN 978-3527306732.

[Ullmann-4] Kathrin-Maria Roy "Xanthates" in Ullmann's Encyclopedia of Industrial Chemistry 2005, Wiley-VCH, Weinheim.

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