4-Chloracetoxy-1-hydroxy-2,2,6,6-tetramethylpiperidin | 36775-17-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-Chloracetoxy-1-hydroxy-2,2,6,6-tetramethylpiperidin
• 英文别名: 1-hydroxy-2, 2, 6, 6-tetramethylpiperidin-4-yl 2-chloroacetate；4-chloroacetoxy-2,2,6,6-tetramethyl-piperidin-1-ol；2,2,6,6-Tetramethyl-1-oxyl-piperidin-4-yl 2-chloroacetate；(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) 2-chloroacetate
• CAS: 36775-17-4
• 化学式: C₁₁H₂₀ClNO₃
• 分子量: 249.738
• InChiKey: LOXDUEWCQYMCLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  chloroacetic acid 2,2,6,6-tetramethyl-1-oxy-piperidin-4-yl ester 在 苯肼 作用下， 以 氘代氯仿 为溶剂， 生成 4-Chloracetoxy-1-hydroxy-2,2,6,6-tetramethylpiperidin
  参考文献：
  名称：

  TEMPO-Derived Task-Specific Ionic Liquids for Oxidation of Alcohols

  摘要：

  一种新型的2,2,6,6-四甲基哌啶-1-氧基（TEMPO）自由基，带有离子液体类型附属物，已被制备，并研究了其在离子液体-水两相条件下选择性氧化醇为相应羰基化合物的催化活性。这种离子液体支撑的TEMPO自由基在活性和选择性方面显示出与非支撑型相当，且易于回收和重复使用，不会损失其活性和选择性。

  DOI：

  10.1055/s-2005-862396

文献信息

• TEMPO and Carboxylic Acid Functionalized Imidazolium Salts/Sodium Nitrite: An Efficient, Reusable, Transition Metal-Free Catalytic System for Aerobic Oxidation of Alcohols
  作者：Cheng-Xia Miao、Liang-Nian He、Jin-Quan Wang、Jing-Lun Wang

  DOI：10.1002/adsc.200900285

  日期：2009.9

  to >99%, even at ambient conditions. Notably, the catalyst system could preferentially oxidize a primary alcohol to the aldehyde rather than a secondary alcohol to the ketone. Moreover, the reaction rate is greatly enhanced when a proper amount of water is present. And a high turnover number (TON 5000) is achieved in the present transition metal-free aerobic catalytic system. Additionally, the functionalized

  一种有效的催化系统，包括2,2,6,6-四甲基哌啶-1-氧基（TEMPO）官能化咪唑鎓盐（[Imim-TEMPO] +  X - ），羧酸取代的咪唑鎓盐（[Imim-COOH] +  X −）和亚硝酸钠（NaNO 2）被开发用于即使在环境条件下，脂族，烯丙基，杂环和苄基醇有氧氧化为相应的羰基化合物，具有高达> 99％的优异选择性。值得注意的是，催化剂体系可以优先将伯醇氧化成醛而不是仲醇氧化成酮。此外，当存在适量的水时，反应速率大大提高。在目前的无过渡金属需氧催化系统中，获得了很高的周转率（TON 5000）。此外，官能化的咪唑鎓盐可成功重复使用至少四次。因此，通过使用本任务特定的离子液体代替有毒和易挥发的添加剂，该过程代表了将酒精有氧氧化为羰基化合物的绿色途径，2或HCl），这是无过渡金属的好氧氧化醇所必需的。
• Self-Neutralizing in Situ Acidic CO₂/H₂O System for Aerobic Oxidation of Alcohols Catalyzed by TEMPO Functionalized Imidazolium Salt/NaNO₂
  作者：Cheng-Xia Miao、Liang-Nian He、Jing-Lun Wang、Fang Wu

  DOI：10.1021/jo902292t

  日期：2010.1.1

  A reversible in situ acidic catalytic system comprising recyclable TEMPO functionalized imidazolium salt ([Imim-TEMPO][Cl])/NaNO2/CO2/H2O was developed for selective transformation of a series of aliphatic, allylic, heterocyclic, and benzylic alcohols to the respective carbonyl compounds. Notably, the system avoids any conventional acid and can eliminate unwanted byproducts, facilitate reaction, ease separation of the catalyst and product, and also provide a safe environment for oxidation involving oxygen gas.
• HYPERBRANCHED POLYMER HAVING NITROXYL GROUP
  申请人：Koga Noboru

  公开号：US20100249350A1

  公开（公告）日：2010-09-30

  There is provided a hyperbranched polymer having a nitroxyl group. A hyperbranched polymer comprising at least one organic radical structure (nitroxyl group) of Formula (1), Formula (2) or Formula (3): and having a weight average molecular weight measured by gel permeation chromatography in a converted molecular weight as polystyrene of 500 to 5,000,000.
• US7994258B2
  申请人：——

  公开号：US7994258B2

  公开（公告）日：2011-08-09
• [EN] IONIC CYCLIC NITROXYL RADICAL OLIGOMERS<br/>[FR] OLIGOMÈRES IONIQUES DE RADICAUX NITROXYLES CYCLIQUES
  申请人：[en]WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：WO2022251610A1

  公开（公告）日：2022-12-01

  Ionic cyclic nitroxyl radical oligomers, methods of making the ionic cyclic nitroxyl radical oligomers, and electrochemical cells, such as aqueous organic redox flow batteries (AORFBs) that use the ionic nitroxyl radical oligomers as catholytes are provided. The oligomers are larger than individual cyclic nitroxyl radical molecules, but maintain a high density nitroxyl radical groups within the molecule. As a result, when the oligomers are used as catholytes in an AORFB, they are able to reduce catholyte permeation through the ion-conducting membrane, while providing a high volumetric capacity and cycling stability.