Summary
The Kurnakov test, also known as Kurnakov's reaction, is a chemical test that distinguishes pairs of cis- and trans-isomers of [PtA2X2] (A = NH3, X = halogen or pseudohalide). Upon treatment with thiourea, the trans-dihalides give less soluble white products, whereas the cis-dihalides give more soluble yellow products. The test is still used to assay samples of the drug cisplatin, but it is mainly of pedagogical interest, as it illustrates the trans effect.
The test was devised by Soviet chemist Nikolai Kurnakov.[1][2][3]
Application edit
The Kurnakov test is sometimes used to detect transplatin in samples of the drug cisplatin. In hot aqueous solution, the cis-compound reacts with aqueous thiourea (tu) to give a deeper yellow solution, from which yellow needles of [Pt(tu)4]Cl2 chloride deposit on cooling. The trans-compound gives a colourless solution, from which snow-white needles of trans-[Pt(tu)2(NH3)2]Cl2 deposit on cooling.[4][5][6]
References edit
- ^ The Life and Work of Nikolai Semenovich Kurnakov Archived 2015-09-24 at the Wayback Machine.
- ^ Kurnakow, N. (1894). "Ueber Complexe Metallbasen; Erste Abhandlung". Journal für Praktische Chemie (in German). 50: 481–507. doi:10.1002/prac.18940500144.
- ^ George B. Kauffman (1983). "Nikolaĭ Semenovich Kurnakov, the reaction (1893) and the man (1860–1941) a ninety-year retrospective view". Polyhedron. 2 (9): 855–863. doi:10.1016/S0277-5387(00)81400-X.
- ^ Kong, Pi-Chang; Rochon, F. D. (1979). "cis- and trans-Platinum compounds of substituted pyrimidines and their products from thiourea in Kurnakov's reaction". Canadian Journal of Chemistry. 57 (5): 526–529. doi:10.1139/v79-086.
- ^ Woollins, J. (1983). "The detection of trace amounts of trans-Pt(NH3)2Cl2 in the presence of cis-Pt(NH3)2Cl2. A high performance liquid chromatographic application of kurnakow's test". Polyhedron. 2 (3): 175–178. doi:10.1016/S0277-5387(00)83954-6.
- ^ Alderden, R. A.; Hall, M. D.; Hambley, T. W. (2006). "The Discovery and Development of Cisplatin". Journal of Chemical Education. 83 (5): 728–773. Bibcode:2006JChEd..83..728A. doi:10.1021/ed083p728.