Acetamide, 2,2-Iminobis-

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Acetamide, 2,2-Iminobis-
• 英文别名: 2-{[(dioctylcarbamoyl)methyl]amino}-N,N-dioctylacetamide；2,2'-azanediylbis(N,N-dioctylacetamide)；2,2'-(imino)bis(N,N'-dioctylacetamide)；2-[[2-(dioctylamino)-2-oxoethyl]amino]-N,N-dioctylacetamide
• 化学式: C₃₆H₇₃N₃O₂
• 分子量: 579.995
• InChiKey: NKGSZYQBVUQTTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.5
• 重原子数：
  41
• 可旋转键数：
  32
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N'-(1,4-phenylene)bis(2-bromoacetamide) 、 Acetamide, 2,2-Iminobis- 在 potassium carbonate 、 potassium iodide 、 溴甲苯 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以82%的产率得到
  参考文献：
  名称：

  使用双三酰胺萃取剂对钍 (IV) 进行选择性萃取和络合研究：合成、溶剂萃取、EXAFS 和 DFT

  摘要：

  设计并合成了三种辛基延长的双三酰胺萃取剂 ( L1 – L3 )，用于在煤油-HNO 3系统中选择性溶剂萃取 Th(IV) 而非 U(VI) 。L1和L2表现出良好的萃取性能和对 Th(IV) 的选择性超过 U(VI)，并在 10 分钟内达到萃取平衡。在从 0.1 到 3.0 M的很宽的 HNO 3浓度范围内，L1和L2的 Th(IV) 对 U(VI) (SF Th/U )的分离系数范围从 12.1 ± 1.6 到 123.0 ± 20.2 和 15.2 ±分别为 2.4 至 88.1 ± 14.9。斜率分析表明，在不同的 HNO 下，Th(IV) 被提取为不同的物种3个浓度，其中，所述斜坡是2.08±0.20，1.61±0.03，和1.54±0.03对L1和2.37±0.22，2.07±0.17，而对于1.76±0.18 L2在0.1，1.0和3.0M的HNO 3分别。连续变化方法（作业图）说明甲醇相中配体/钍

  DOI：

  10.1021/acs.inorgchem.1c01660
• 作为产物：
  描述：

  2-bromo-N,N-dioctylacetamide 在 氨 、 三乙胺 作用下， 生成 Acetamide, 2,2-Iminobis-
  参考文献：
  名称：

  Carriers for nucleotide 5'-triphosphate. 2. Liquid membrane and liposome transport

  摘要：

  We describe a series of new cationic carriers for the transport of nucleotide 5'-triphosphates across liquid organic membranes. The tetracationic compound 5, with two diquaternary 1,4-diaza[2.2.2]bicyclooctane (DABCO) units, forms carrier-nucleotide complexes of 1:1 stoichiometry in dichloromethane and strongly accelerates nucleotide transport across this solvent. As a result of a favorable balance of hydrophobicity and hydrophilicity, complexes of 5 do not leak out of the organic phase into the aqueous source or receiving phases. Liposome transport studies demonstrate that caution is strongly advised when extrapolating from liquid membrane studies to the transport across liposomes or cell membranes. The DABCO-based cationic carriers do not mediate specific nucleotide transport across the liposome walls but rather act as detergents to break the liposomal structure.

  DOI：

  10.1021/jo00054a021

文献信息

• Synthesis and evaluation of ligands with mixed amide and phosphonate, phosphinoxide, and phosphonothioate sites for An(iii)/Ln(iii) extraction
  作者：Mudassir Iqbal、Richard G. Struijk、Jurriaan Huskens、Michal Sypula、Andreas Wilden、Giuseppe Modolo、Willem Verboom

  DOI：10.1039/c2nj40330g

  日期：——

  Various organophosphorus ligands with a combination of different donor sites were synthesized and evaluated by solvent extraction studies for the complexation of Am(III)/Eu(III). Among the ligands with a glycolamide backbone, those with mixed amide and PO donor sites and a central oxygen or nitrogen atom showed a reasonable extraction of Am(III) and Eu(III). Ligands with a central oxygen atom exhibited selectivity towards Eu(III), and those with a central nitrogen atom towards Am(III). Ligands with PS donor sites and a glycolamide backbone did not show any reasonable extraction. Amongst the ligands with a malonamide backbone, high extraction efficiency was observed for the ligand with electron-rich substituents on phosphorus, however, with almost no discrimination between Am(III) and Eu(III). The extraction efficiency of different ligands towards Eu(III) was confirmed by microcalorimetry.

  合成了各种具有不同供体位点组合的有机磷配体，并通过溶剂萃取研究评估了它们对铽(III)/铕(III)的络合能力。在具有甘油酰胺主链的配体中，采用混合酰胺和磷氧供体位点以及中央氧或氮原子的配体表现出了对铕(III)和铽(III)的合理萃取。中央氧原子的配体对铕(III)表现出选择性，而中央氮原子的配体则对铽(III)表现出选择性。具有磷硫供体位点和甘油酰胺主链的配体未表现出任何合理的萃取效果。在具有美克酰胺主链的配体中，带有富电子取代基的配体表现出较高的萃取效率，但对铽(III)和铕(III)几乎没有选择性。不同配体对铕(III)的萃取效率通过微量热法得到了证实。
• 一类新型双三酰胺有机化合物的制备及其用途
  申请人：四川大学

  公开号：CN106631879A

  公开（公告）日：2017-05-10

  本发明公开了一类含CHON元素的酰胺有机化合物，可应用于铀(U(VI))/钍(Th(IV))分离、钚(Pu(IV))/铀(U(VI))、镧(Ln(III))/锕(Ac(III))分离及裂片元素锝(Tc(VII))的分离，属于放射性废物处理领域。该酰胺类化合物经多步合成，快速简便，目标产品产率均在80‑99%，经济高效。该类有机化合物含有对称双三酰胺基团，并具有对称双三脚架结构，通过改变双三酰胺之间碳链的长短控制对Th(IV)及U(VI)的萃取能力；此外，通过调节酰胺氮原子上的烷基(R)碳链增强其与水不互溶，使其溶于芳香类，烷基类，含卤素溶剂等，从而应用于液液萃取流程。该类有机化合物能够在高酸度条件下用于Th(IV)/U(VI)分离，无三相形成，因Th(IV)和Pu(IV)具有相似的化学性质，在同等条件下，还可实现Pu(IV)/U(VI)分离。此外，还可实现Ln(III)/Ac(III)分离，并对Re(VII)也具有较高的分配比。
• Synthesis and Am/Eu extraction of novel TODGA derivatives
  作者：Mudassir Iqbal、Jurriaan Huskens、Willem Verboom、Michal Sypula、Giuseppe Modolo

  DOI：10.1080/10610278.2010.506553

  日期：2010.11.1

  Various ligands with structural modifications of the N,N,N',N'-tetraoctyl-3-oxapentanediamide (TODGA) skeleton were synthesised in good yields. These modifications include (1) the increase in chain length from one carbon to two carbons between the central ether oxygen atom and the amide moieties, (2) the addition of substituents on the carbon between the central oxygen atom and the amide moieties on one and both sides of the central oxygen, (3) the replacement of the central oxygen by a (substituted) nitrogen atom and (4) synthesis of a rigidified glycolamide. The effect of the structural modifications on their extraction behaviours toward Am(III) and Eu(III) at various nitric acid concentrations was studied. In most of the cases, the extraction does not exceed that of TODGA in the entire acidity range of 0.001-4mol/l HNO3. The extraction behaviour of monomethyl-TODGA derivative 10a resembles that of TODGA at high nitric acid concentrations. However, at lower acidities, its D values are much lower, which is beneficial for possible back-extraction steps. The aza-tripodal ligands 18a,b show reverse extraction properties compared to TODGA as far as the pH influence is concerned: at pH 2, the DAm values are 49.9 and 3.1, the DEu values are 5.9 and 0.2, and the SAm/Eu values are 8 and 11, respectively.
• Carriers for nucleotide 5'-triphosphate. 2. Liquid membrane and liposome transport
  作者：Tingyu Li、Sally J. Krasne、Bengt Persson、H. Ronald Kaback、Francois Diederich

  DOI：10.1021/jo00054a021

  日期：1993.1

  We describe a series of new cationic carriers for the transport of nucleotide 5'-triphosphates across liquid organic membranes. The tetracationic compound 5, with two diquaternary 1,4-diaza[2.2.2]bicyclooctane (DABCO) units, forms carrier-nucleotide complexes of 1:1 stoichiometry in dichloromethane and strongly accelerates nucleotide transport across this solvent. As a result of a favorable balance of hydrophobicity and hydrophilicity, complexes of 5 do not leak out of the organic phase into the aqueous source or receiving phases. Liposome transport studies demonstrate that caution is strongly advised when extrapolating from liquid membrane studies to the transport across liposomes or cell membranes. The DABCO-based cationic carriers do not mediate specific nucleotide transport across the liposome walls but rather act as detergents to break the liposomal structure.
• Selective Extraction and Complexation Studies for Thorium(IV) with Bis-triamide Extractants: Synthesis, Solvent Extraction, EXAFS, and DFT
  作者：Jinyang Kang、Rulei Wu、Long Li、Haiyang Hu、Yu Fan、Yongdong Jin、Chao Huang、Jing Chen、Chao Xu、Chuanqin Xia

  DOI：10.1021/acs.inorgchem.1c01660

  日期：2021.9.20

  that Th(IV) was extracted as different species under different HNO3 concentrations, in which the slopes were 2.08 ± 0.20, 1.61 ± 0.03, and 1.54 ± 0.03 for L1 and 2.37 ± 0.22, 2.07 ± 0.17, and 1.76 ± 0.18 for L2 under 0.1, 1.0, and 3.0 M HNO3, respectively. A continuous variation method (Job plot) illustrated a 1.5:1 ligand/thorium (L/Th) ratio in a methanol phase, indicating that L1/L2 and Th(IV) could

  设计并合成了三种辛基延长的双三酰胺萃取剂 ( L1 – L3 )，用于在煤油-HNO 3系统中选择性溶剂萃取 Th(IV) 而非 U(VI) 。L1和L2表现出良好的萃取性能和对 Th(IV) 的选择性超过 U(VI)，并在 10 分钟内达到萃取平衡。在从 0.1 到 3.0 M的很宽的 HNO 3浓度范围内，L1和L2的 Th(IV) 对 U(VI) (SF Th/U )的分离系数范围从 12.1 ± 1.6 到 123.0 ± 20.2 和 15.2 ±分别为 2.4 至 88.1 ± 14.9。斜率分析表明，在不同的 HNO 下，Th(IV) 被提取为不同的物种3个浓度，其中，所述斜坡是2.08±0.20，1.61±0.03，和1.54±0.03对L1和2.37±0.22，2.07±0.17，而对于1.76±0.18 L2在0.1，1.0和3.0M的HNO 3分别。连续变化方法（作业图）说明甲醇相中配体/钍