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4-羟基-2,2,6,6-四甲基-1-氧化哌啶

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4-羟基-2,2,6,6-四甲基-1-氧化哌啶
Skeletal formula of 4-hydroxy-TEMPO
Ball-and-stick model of the 4-hydroxy-TEMPO molecule
IUPAC名
(4-Hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxyl
别名 tempol; tanol; TMPN; 4-Oxypiperidol; nitroxyl 2; HyTEMPO
识别
CAS号 2226-96-2  checkY
PubChem 137994
ChemSpider 121639
SMILES
 
  • CC1(C)CC(O)CC(C)(C)N1[O]
InChI
 
  • 1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3
InChIKey UZFMOKQJFYMBGY-UHFFFAOYSA-N
性质
化学式 C9H18NO2
摩尔质量 172.24 g·mol−1
外观 橙色晶体
熔点 71—73 °C(344—346 K)[1]
溶解性 629.3 g/L (20 °C)
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中有害物质的标签图案[2]
GHS提示词 Warning[2]
H-术语 H302, H315, H319, H335[2]
P-术语 P261, P305+351+338[2]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

4-羟基-2,2,6,6-四甲基-1-氧化哌啶(4-羟基-TEMPOTEMPOL)是一种有机化合物,化学式为C9H18NO2。在工业上,它可由下图所示方法合成:[3]

它和乙酰氯反应,可以得到4-乙酰氧基-TEMPO;[4]类似地,它和甲磺酰氯反应,可以得到4-甲磺酰氧基-TEMPO。[5]

参考文献

[编辑]
  1. ^ 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. ^ 2.0 2.1 2.2 2.3 来源:Sigma-Aldrich Co., 4-Hydroxy-TEMPO (2015-08-24查阅).
  3. ^ 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. 
  4. ^ 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 (英语). 
  5. ^ 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. (原始内容存档于2018-06-03) (英语).