咪唑-2-硫酮

咪唑-2-硫酮
别名	2-巯基咪唑
识别
CAS号	872-35-5
PubChem	1201386
ChemSpider	1013196
SMILES	C1=CNC(=S)N1;
性质
化学式	C3H4N2S
摩尔质量	100.14 g·mol−1
外观	白色固体
熔点	225—227 °C（498—500 K）
危险性
	GHS危险性符号;
GHS提示词	警告
H-术语	H315, H319, H335
P-术语	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405
相关物质
相关化学品	Ethylene thiourea, Aminothiazole, 1,3-Dihydroimidazol-2-one (2-hydroxyimidazole)
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

咪唑-2-硫酮是一种有机硫化合物，化学式为C₂H₂(NH)₂C=S。它是不饱和的环状硫脲，其中C=S键的键长较短，为169 pm。^[1]它常被称作2-巯基咪唑，但这种互变异构体尚未被观测到。它可以和金属形成一系列的配合物。^[2]咪唑-2-硫酮的结构与巯基苯并咪唑相似。它可以羟基乙醛和硫氰酸铵为原料制备。^[3]

参考文献

^ Owczarzak, Agata; Dutkiewicz, Zbigniew; Kurczab, Rafał; Pietruś, Wojciech; Kubicki, Maciej; Grześkiewicz, Anita M. Role of Staple Molecules in the Formation of S···S Contact in Thioamides: Experimental Charge Density and Theoretical Studies. Crystal Growth & Design. 2019, 19 (12): 7324–7335. doi:10.1021/acs.cgd.9b01204.
^ Lobana, Tarlok S.; Sharma, Renu; Sharma, Rekha; Butcher, Ray J. Metal Derivatives of Heterocyclic Thioamides: Synthesis and Crystal Structures of Copper Complexes with 1-Methyl-1,3-imidazoline-2-thione and 1,3-Imidazoline-2-thione. Zeitschrift für Anorganische und Allgemeine Chemie. 2008, 634 (10): 1785–1790. doi:10.1002/zaac.200800161.
^ Albert C. Fahrenbach, Constantin Giurgiu, Chun Pong Tam, Li Li, Yayoi Hongo, Masashi Aono, Jack W. Szostak. Common and Potentially Prebiotic Origin for Precursors of Nucleotide Synthesis and Activation. Journal of the American Chemical Society. 2017-07-05, 139 (26): 8780–8783 [2020-11-27]. ISSN 0002-7863. PMC 6326526  . PMID 28640999. doi:10.1021/jacs.7b01562. （原始内容存档于2020-11-02）（英语）.

[1] Owczarzak, Agata; Dutkiewicz, Zbigniew; Kurczab, Rafał; Pietruś, Wojciech; Kubicki, Maciej; Grześkiewicz, Anita M. Role of Staple Molecules in the Formation of S···S Contact in Thioamides: Experimental Charge Density and Theoretical Studies. Crystal Growth & Design. 2019, 19 (12): 7324–7335. doi:10.1021/acs.cgd.9b01204.

[2] Lobana, Tarlok S.; Sharma, Renu; Sharma, Rekha; Butcher, Ray J. Metal Derivatives of Heterocyclic Thioamides: Synthesis and Crystal Structures of Copper Complexes with 1-Methyl-1,3-imidazoline-2-thione and 1,3-Imidazoline-2-thione. Zeitschrift für Anorganische und Allgemeine Chemie. 2008, 634 (10): 1785–1790. doi:10.1002/zaac.200800161.

[3] Albert C. Fahrenbach, Constantin Giurgiu, Chun Pong Tam, Li Li, Yayoi Hongo, Masashi Aono, Jack W. Szostak. Common and Potentially Prebiotic Origin for Precursors of Nucleotide Synthesis and Activation. Journal of the American Chemical Society. 2017-07-05, 139 (26): 8780–8783 [2020-11-27]. ISSN 0002-7863. PMC 6326526  . PMID 28640999. doi:10.1021/jacs.7b01562. （原始内容存档于2020-11-02）（英语）.

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