咪唑-2-硫酮

咪唑-2-硫酮
別名	2-巰基咪唑
識別
CAS號	872-35-5
PubChem	1201386
ChemSpider	1013196
SMILES	C1=CNC(=S)N1;
性質
化學式	C3H4N2S
摩爾質量	100.14 g·mol−1
外觀	白色固體
熔點	225—227 °C（498—500 K）
危險性
	GHS危險性符號;
GHS提示詞	警告
H-術語	H315, H319, H335
P-術語	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405
相關物質
相關化學品	Ethylene thiourea, Aminothiazole, 1,3-Dihydroimidazol-2-one (2-hydroxyimidazole)
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

咪唑-2-硫酮是一種有機硫化合物，化學式為C₂H₂(NH)₂C=S。它是不飽和的環狀硫脲，其中C=S鍵的鍵長較短，為169 pm。^[1]它常被稱作2-巰基咪唑，但這種互變異構體尚未被觀測到。它可以和金屬形成一系列的配合物。^[2]咪唑-2-硫酮的結構與巰基苯並咪唑相似。它可以羥基乙醛和硫氰酸銨為原料製備。^[3]

參考文獻

^ 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. （原始內容存檔於2020-11-02）（英語）.

[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. （原始內容存檔於2020-11-02）（英語）.

[1]

[2]

[3]