三氟甲硫醇四甲基銨
| 三氟甲硫醇四甲基銨 | |
|---|---|
| |
| 英文名 | Tetramethylammonium trifluoromethanethiolate |
| 別名 | 四甲基三氟甲硫醇銨 |
| 識別 | |
| CAS號 | 515823-30-0 
|
| SMILES |
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| 性質 | |
| 化學式 | C5H12F3NS |
| 莫耳質量 | 175.216 g·mol⁻¹ |
| 外觀 | 無色針狀晶體[1] |
| 熔點 | 210 °C（483 K）（分解）[2] |
| 若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。 | |
三氟甲硫醇四甲基銨是一種有機硫化合物，化學式為[(CH3)4N]SCF3。它可以用於在有機化合物中引入三氟甲硫基（CF3S-）。[3]
製備及反應
三氟甲硫醇四甲基銨可由三甲基三氟甲矽烷、四甲基氟化銨和硫單質在四氫呋喃或乙二醇二甲醚中反應得到：[2]
- 8 (CH3)3SiCF3 + S8 + 8 [(CH3)4N]F → 8 [(CH3)4N]SCF3 + 8 (CH3)3SiF
它可以和芳基重氮鹽反應，得到相應的芳基三氟甲硫醚[4]；和芳胺反應得到異硫氰酸酯（RNCS）。[5]
參考文獻
- ^ Roesky, Herbert W. Efficient Preparations of Fluorine Compounds. Chapter 8. Synthesis of Zero-Valent Trifluoromethyl Chalcogenato Derivatives, [NMe4]ECF3 (E=S, Se, Te), and Related Compounds. 2012. doi:10.1002/9781118409466.
- ^ 2.0 2.1 Tyrra, Wieland; Naumann, Dieter; Hoge, Berthold; Yagupolskii, Yurii L. A new synthesis of trifluoromethanethiolates—characterization and properties of tetramethylammonium, cesium and di(benzo-15-crown-5)cesium trifluoromethanethiolates. Journal of Fluorine Chemistry. 2003, 119 (1): 101–107. ISSN 0022-1139. doi:10.1016/S0022-1139(02)00276-2.
- ^ Kovács, Szabolcs; Bayarmagnai, Bilguun; Goossen, Lukas J. Preparation of Electrophilic Trifluromethylthio Reagents from Nucleophilic Tetramethylammonium Trifluoromethylthiolate. Advanced Synthesis & Catalysis. 2017, 359 (2): 250–254. ISSN 1615-4150. doi:10.1002/adsc.201601298.
- ^ Bertoli, Giulia; Exner, Benjamin; Evers, Mathies V.; Tschulik, Kristina; Gooßen, Lukas J. Metal-free trifluoromethylthiolation of arenediazonium salts with Me4NSCF3. Journal of Fluorine Chemistry. 2018, 210: 132–136. ISSN 0022-1139. doi:10.1016/j.jfluchem.2018.03.011.
- ^ Scattolin, Thomas; Pu, Maoping; Schoenebeck, Franziska. Investigation of (Me4N)SCF3 as a Stable, Solid and Safe Reservoir for S=CF2 as a Surrogate for Thiophosgene. Chemistry - A European Journal. 2018, 24 (3): 567–571. ISSN 0947-6539. doi:10.1002/chem.201705240.