N-pivaloylphthalimide | 4658-63-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-pivaloylphthalimide
• 英文别名: N-(2,2-dimethyl-propionyl)-phthalimide；2-(2,2-Dimethylpropanoyl)isoindole-1,3-dione
• CAS: 4658-63-3
• 化学式: C₁₃H₁₃NO₃
• 分子量: 231.251
• InChiKey: RJKCZXQZBACUPO-UHFFFAOYSA-N

物化性质

• 熔点：
  84-85 °C
• 沸点：
  362.0±25.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-pivaloylphthalimide 、 甲氧苯胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以25%的产率得到2-(4-甲氧基苯基)异吲哚-1,3-二酮
  参考文献：
  名称：

  Synthesis and evaluation of some variants of the Nefkens’ reagent

  摘要：

  A series of N-substituted phthalimides have been prepared in an effort to explore synthetic variants of the Nefkens' reagent. Three N-acylphthalimides [R = -CH3, -CH2CH3, and -C(CH3)(3)] were prepared and employed for the protection of a series of representative amines. In addition, an N-methanesulfonylphthalimide and N-(diethylphosphoryl)phthalimide were also prepared. It was determined that among the phthalimides that were prepared N-propanoylphthalimide was the most effective reagent for the protection reaction. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.066
• 作为产物：
  描述：

  potassium phtalimide 在 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.5h， 生成 N-pivaloylphthalimide
  参考文献：
  名称：

  A New and Convenient Method for PreparingN-Acylphthalimides

  摘要：

  DOI：

  10.1055/s-1981-29675

文献信息

• A mild and convenient ‘dry’ hydrolysis of amides to carboxylic acids
  作者：Farid Chemat

  DOI：10.1016/s0040-4039(00)00507-4

  日期：2000.5

  A one-pot preparation of carboxylic acids is described that proceeds from their corresponding amides by a ‘dry’ hydrolysis with phthalic anhydride in the absence of water and solvent. The method affords carboxylic acids in good yields and is applicable to a variety of substrates.

  描述了一种一锅法制备的羧酸，其在不存在水和溶剂的情况下通过与邻苯二甲酸酐的“干”水解从其相应的酰胺开始进行。该方法以良好的产率提供了羧酸，并且适用于多种底物。
• A Nonresonated Orthogonally Twisted Amide
  作者：Shinji Yamada、Noriko Nunami、Kayako Hori

  DOI：10.1246/cl.1998.451

  日期：1998.5

  The structure of N-pivaloylphthalimide was studied by IR, 13C NMR and UV spectroscopies, and X-ray analysis. The C(O)-N bond is orthogonally twisted, and the bond length is as long as that of C-N single bond.

  通过红外光谱、13C核磁共振和紫外光谱以及X射线分析研究了N-特戊酰基邻苯二甲酰亚胺的结构。C(O)-N键呈正交扭曲，键长与C-N单键相当。
• PALOMO C., SYNTHESIS (BRD), 1981, NO, 12, 993-994
  作者：PALOMO C.

  DOI：——

  日期：——