succinimide anion | 28627-67-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: succinimide anion
• 英文别名: 2-Oxo-3,4-dihydro-2h-pyrrol-5-olate；5-oxo-3,4-dihydropyrrol-2-olate
• CAS: 28627-67-0
• 化学式: C₄H₄NO₂
• 分子量: 98.0813
• InChiKey: KZNICNPSHKQLFF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  succinimide anion 在 Cl₂ radical anion 作用下， 生成 Succinimidyl-Radikal
  参考文献：
  名称：

  水中琥珀酰亚胺基团的单电子还原势和开环

  摘要：

  By means of pulse radiolysis in water, N-chlorosuccinimide (SCl) was reduced in a one-electron step to yield the succinimidyl radical, S., via the intermediacy of the radical anion, SCl.-. The rate of ring opening of S. was measured to be 8 x 10(4) s-1. By equilibration with Cl2.-/2Cl-, the one-electron reduction potential of S. was determined to be 2.22 +/- 0.02 V vs NHE. From this value and other data, the N-H bond strength in succinimide was calculated to be 118 +/- 3 kcal/mol.

  DOI：

  10.1021/j100110a023
• 作为产物：
  描述：

  丁二酰亚胺 在 carbonate buffer pH 10.12 作用下， 生成 succinimide anion
  参考文献：
  名称：

  Nucleophilic catalysis of the hydrolysis of phenyl acetates by the succinimide anion in aqueous solution

  摘要：

  DOI：

  10.1021/jo00140a020

文献信息

• The nitro anomaly and Br�nsted ?nuc values inSN2 reactions on chlorine
  作者：Linoam Eliad、Shmaryahu Hoz

  DOI：10.1002/poc.482

  日期：2002.8

  The kinetics of chlorine transfer reactions between N-chlorosuccinimide (NCS) and four carbon nucleophiles (the conjugated bases of phenyldinitromethane, Meldrum's acid, phenylmalononitrile and phenylnitro-methane) in water were determined. A plot of log k for the SN2 reactions vs the pKa of the first three conjugated acids of the nucleophiles gave a straight line with a slope (βnuc) of 1.8. The data

  测定了N-氯琥珀酰亚胺（NCS）和四种碳亲核试剂（苯基二硝基甲烷，Meldrum的酸，苯基丙二腈和苯基硝基甲烷）的氯转移反应的动力学。S N 2反应的log k对亲核试剂的前三个共轭酸的p K a的曲线图给出了一条直线，斜率（βnuc）为1.8。单硝基衍生物苯基硝基甲烷的数据点与谱线的偏差为6.7 log个单位。该偏差是质子转移反应的典型现象，最近发现在S N中也发生对溴有2个反应。版权所有©2002 John Wiley＆Sons，Ltd.
• Correspondence on “Preorganization and Cooperation for Highly Efficient and Reversible Capture of Low‐Concentration CO ₂ by Ionic Liquids”
  作者：Marcileia Zanatta、Nathalia M. Simon、Francisco P. dos Santos、Marta C. Corvo、Eurico J. Cabrita、Jairton Dupont

  DOI：10.1002/anie.201712252

  日期：2019.1.8

  The preorganization and cooperation mechanism of imide‐based ionic liquids reported in a recent Communication was evocated to rationalize the extremely high gravimetric CO2 capture displayed by these fluids. An analysis of the reported spectroscopic evidences together with additional experiments led to the proposition of an alternative, simpler, and feasible mechanism involving the formation of bicarbonate

  在最近的《通讯》中报道了基于酰亚胺的离子液体的预组织和合作机制，旨在合理化这些液体显示出的极高的重力CO 2捕集率。对报道的光谱学证据的分析以及其他实验导致提出了一种替代的，更简单且可行的机制，涉及碳酸氢盐的形成。
• Absorption and thermodynamic properties of CO₂ by amido-containing anion-functionalized ionic liquids
  作者：Yanjie Huang、Guokai Cui、Huiyong Wang、Zhiyong Li、Jianji Wang

  DOI：10.1039/c8ra07832g

  日期：——

  In this contribution, two kinds of amido-containing anion-functionalized ionic liquids (ILs) were designed and synthesized, where the anions of these ILs were selected from deprotonated succinimide (H-Suc) and o-phthalimide (Ph-Suc). Then, these functionalized ILs were used to capture CO2. Towards to this end, solubility of CO2 in the ILs was determined at different temperatures and different CO2 partial

  在这项贡献中，设计并合成了两种含酰胺基的阴离子功能化离子液体（ILs），这些离子液体的阴离子选自去质子化的琥珀酰亚胺（H-Suc）和邻苯二甲酰亚胺（Ph-Suc）。然后，这些功能化的离子液体被用于捕获 CO 2。为此，在不同的温度和不同的 CO 2分压下测定了 CO 2在 ILs 中的溶解度。基于这些数据，CO 2的化学平衡常数与 ILs 是在不同温度下从“失活 IL”模型推导出来的。吸收中的反应吉布斯能、反应焓和反应熵等其他热力学性质也由不同温度下相应的平衡常数数据计算得出。结果表明，这些阴离子功能化ILs表现出高CO 2溶解度（高达0.95 mol CO 2 mol -1 IL）和低能量解吸，并且焓变是使用此类ILs作为吸收剂捕获CO 2的主要驱动力。此外，还通过1 H NMR、13 C NMR和FT-IR光谱研究了CO 2与ILs的相互作用。
• Kondo, Yasuhiko; Tsukamoto, Tamio; Kimura, Naoko, Journal of the Chemical Society. Perkin Transactions 2 (2001), 1997, # 9, p. 1765 - 1769
  作者：Kondo, Yasuhiko、Tsukamoto, Tamio、Kimura, Naoko

  DOI：——

  日期：——
• Nucleophilic catalysis of the hydrolysis of phenyl acetates by the succinimide anion in aqueous solution
  作者：Robert W. Huffman

  DOI：10.1021/jo00140a020

  日期：1982.9