硫代乙醯丙酮

硫代乙醯丙酮
別名	2-硫代-2,4-戊二酮
識別
CAS號	14660-20-9
性質
化學式	C5H8OS
摩爾質量	116.18 g·mol−1
沸點	57 °C（11 torr）
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

硫代乙醯丙酮是一種有機化合物，化學式為C₅H₈OS。它可由乙醯丙酮和硫化氫在乙腈中反應製得，^[1]或由丙酮、硫代乙酸-O-乙酯和叔丁基鋰在乙醚中反應得到。^[2]也有文獻報道了[2-(二甲基氯矽基)-1-乙基-1-丙烯-1-基]乙基氯化硼和硫化物反應，得到4,5-二乙基-2,2,3-三甲基-1-硫雜-2-矽雜-5-硼雜環戊-3-烯為硫化試劑，將乙醯丙酮硫化的反應。^[3]

反應

硫代乙醯丙酮和三乙基氯化矽（或三乙基溴化鍺）在三乙胺存在下反應，可以得到4-三乙基矽硫基-3-戊烯-2-酮（或4-三乙基鍺硫基-3-戊烯-2-酮）。^[4]它和乙醯丙酮一樣，可以和金屬形成配位化合物。^[5]^[6]

參考文獻

^ Duus, Fritz; Anthonsen, Joergen W. β-Thioxo ketones. I. Preparation and structure of thioacetylacetone. Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1977. B31 (1): 40-46.
^ Fritz Duus. Synthesis of ß-Thioxoketones: by t -Butyllithium-Promoted Claisen Condensation Reaction of Ketones with Thionoesters. Synthesis. 1985, 1985 (6/7): 672–674 [2022-05-31]. ISSN 0039-7881. doi:10.1055/s-1985-31304. （原始內容存檔於2018-06-03）（英語）.
^ Koester, Roland; Seidel, Guenter; Boese, Roland; Wrackmeyer, Bernd. Boron compounds. 80. 2,5-Dihydro-1,2,5-thiasilaboroles. Preparation and complexations. Chemische Berichte, 1988. 121 (4): 709-721. ISSN 0009-2940.
^ Vyazankina, O. A.; Vyazankin, N. S.; Kalikhman, I. D.; Brodskaya, E. I.; Belousova, L. I. Synthesis of silicon- and germanium-containing derivatives of thioacetylacetone. Zhurnal Obshchei Khimii, 1985. 55 (5): 1207-1208. ISSN 0044-460X.
^ L.J. Botha, S.S. Basson, J.G. Leipoldt. The crystal structure of thioacetylacetonatocarbonyltriphenylphosphinerhodium(I). Inorganica Chimica Acta. 1987-01, 126 (1): 25–28 [2022-05-31]. doi:10.1016/S0020-1693(00)81234-7. （原始內容存檔於2018-06-27）（英語）.
^ Walter Purcell, Jeanet Conradie, Sumit Kumar, Johan A. Venter. Characterisation and mechanistic study of the oxidative addition reactions of [Ir(cod)(sacac)]. Journal of Organometallic Chemistry. 2016-01, 801: 80–86 [2022-05-31]. doi:10.1016/j.jorganchem.2015.10.012. （原始內容存檔於2018-06-14）（英語）.

[1] Duus, Fritz; Anthonsen, Joergen W. β-Thioxo ketones. I. Preparation and structure of thioacetylacetone. Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1977. B31 (1): 40-46.

[2] Fritz Duus. Synthesis of ß-Thioxoketones: by t -Butyllithium-Promoted Claisen Condensation Reaction of Ketones with Thionoesters. Synthesis. 1985, 1985 (6/7): 672–674 [2022-05-31]. ISSN 0039-7881. doi:10.1055/s-1985-31304. （原始內容存檔於2018-06-03）（英語）.

[3] Koester, Roland; Seidel, Guenter; Boese, Roland; Wrackmeyer, Bernd. Boron compounds. 80. 2,5-Dihydro-1,2,5-thiasilaboroles. Preparation and complexations. Chemische Berichte, 1988. 121 (4): 709-721. ISSN 0009-2940.

[4] Vyazankina, O. A.; Vyazankin, N. S.; Kalikhman, I. D.; Brodskaya, E. I.; Belousova, L. I. Synthesis of silicon- and germanium-containing derivatives of thioacetylacetone. Zhurnal Obshchei Khimii, 1985. 55 (5): 1207-1208. ISSN 0044-460X.

[5] L.J. Botha, S.S. Basson, J.G. Leipoldt. The crystal structure of thioacetylacetonatocarbonyltriphenylphosphinerhodium(I). Inorganica Chimica Acta. 1987-01, 126 (1): 25–28 [2022-05-31]. doi:10.1016/S0020-1693(00)81234-7. （原始內容存檔於2018-06-27）（英語）.

[6] Walter Purcell, Jeanet Conradie, Sumit Kumar, Johan A. Venter. Characterisation and mechanistic study of the oxidative addition reactions of [Ir(cod)(sacac)]. Journal of Organometallic Chemistry. 2016-01, 801: 80–86 [2022-05-31]. doi:10.1016/j.jorganchem.2015.10.012. （原始內容存檔於2018-06-14）（英語）.

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