4-羥基-2,2,6,6-四甲基-1-氧化哌啶
外觀
4-羥基-2,2,6,6-四甲基-1-氧化哌啶 | |
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IUPAC名 (4-Hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxyl | |
別名 | tempol; tanol; TMPN; 4-Oxypiperidol; nitroxyl 2; HyTEMPO |
識別 | |
CAS號 | 2226-96-2 ![]() |
PubChem | 137994 |
ChemSpider | 121639 |
SMILES |
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InChI |
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InChIKey | UZFMOKQJFYMBGY-UHFFFAOYSA-N |
性質 | |
化學式 | C9H18NO2 |
摩爾質量 | 172.24 g·mol−1 |
外觀 | 橙色晶體 |
熔點 | 71—73 °C(344—346 K)[1] |
溶解性(水) | 629.3 g/L (20 °C) |
危險性 | |
GHS危險性符號![]() | |
GHS提示詞 | Warning[2] |
H-術語 | H302, H315, H319, H335[2] |
P-術語 | P261, P305+351+338[2] |
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。 |
4-羥基-2,2,6,6-四甲基-1-氧化哌啶(4-羥基-TEMPO,TEMPOL)是一種有機化合物,化學式為C9H18NO2。在工業上,它可由下圖所示方法合成:[3]
它和乙酰氯反應,可以得到4-乙酰氧基-TEMPO;[4]類似地,它和甲磺酰氯反應,可以得到4-甲磺酰氧基-TEMPO。[5]
參考文獻
[編輯]- ^ Zakrzewski, Jerzy; Krawczyk, Maria. Reactions of Nitroxides. Part XII [1]. – 2,2,6,6-Tetramethyl-1-oxyl- 4-piperidyl Chloroformate – A New Reactive Nitroxyl Radical. A One-pot Synthesis of 2,2,6,6-Tetramethyl-1-oxyl-4-piperidyl N,N-Dialkyl-carbamates. Zeitschrift für Naturforschung B. 1 January 2011, 66 (5). doi:10.1515/znb-2011-0509.
- ^ 2.0 2.1 2.2 2.3 來源:Sigma-Aldrich Co., 4-Hydroxy-TEMPO (2015-08-24查閱).
- ^ Ciriminna, Rosaria; Pagliaro, Mario. Industrial Oxidations with Organocatalyst TEMPO and Its Derivatives. Organic Process Research & Development. 15 January 2010, 14 (1): 245–251. doi:10.1021/op900059x.
- ^ Nayereh Mohebbati, Adrian Prudlik, Anton Scherkus, Aija Gudkova, Robert Francke. TEMPO‐Modified Polymethacrylates as Mediators in Electrosynthesis – Redox Behavior and Electrocatalytic Activity toward Alcohol Substrates. ChemElectroChem. 2021-10-13, 8 (20): 3837–3843 [2021-11-10]. ISSN 2196-0216. doi:10.1002/celc.202100768 (英語).
- ^ N. G. Bushmakina, A. Yu. Misharin. A Simple Synthesis of 4-Amino-2,2,6,6-tetramethyl-1-piperidinyloxy Radical. Synthesis. 1986, 1986 (11): 966–966 [2021-11-10]. ISSN 0039-7881. doi:10.1055/s-1986-31841. (原始內容存檔於2018-06-03) (英語).