2-[(diisopropylcarbamoyl)methoxy]-N,N-diisopropyl-acetamide | 74267-25-7

• 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: 2-[(diisopropylcarbamoyl)methoxy]-N,N-diisopropyl-acetamide
• 英文别名: N,N,N',N'-Tetraisopropyl-3-oxapentandiamide；(N(i-Pr)2C(O)CH2)2O；2,2'-oxybis(N,N-diisopropylacetamide)；2-[2-[di(propan-2-yl)amino]-2-oxoethoxy]-N,N-di(propan-2-yl)acetamide
• CAS: 74267-25-7
• 化学式: C₁₆H₃₂N₂O₃
• 分子量: 300.442
• InChiKey: KRHLJPHARRGZKY-UHFFFAOYSA-N

物化性质

• 沸点：
  400.0±30.0 °C(Predicted)
• 密度：
  0.971±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  uranyl nirate hexahydrate 、 2-[(diisopropylcarbamoyl)methoxy]-N,N-diisopropyl-acetamide 以 氯仿 为溶剂， 以94%的产率得到UO2(NO3)2(N(i-Pr)2C(O)CH2)2O)
  参考文献：
  名称：

  镧（III）和铀酰（VI）二甘醇酰胺络合物：合成前体和涉及硝酸盐络合的结构研究。

  摘要：

  三齿二甘醇酰胺（DGA）配体O（CH2C（O）NR2）2 [R = i-Pr（L1），i-Bu（L2）]配位的镧（III）和铀酰（VI）配合物的合成和结构表征被描述。L与UO2Cl2（H2O）n反应形成铀酰（VI）顺式二氯化物加合物UO2Cl2L [L = L1（1a），L2（1b）]，而过量的L与相应的金属硝酸盐水合物反应生成[LaL3] [对于镧，La（NO3）6] [L = L1（2a），L2（2b）]，对于铀，则为UO2（NO3）2L [L = L1（3a），L2（3b）]。化合物2b和3a已经在结构上表征。2b阳离子的固态结构显示了三个具有大约D3点基对称性的三齿DGA配体的三链螺旋排列，而抗衡阴离子则由围绕第二个La中心配位的六个二齿硝酸盐配体组成。3a的固态结构显示了沿垂直于OUO单元的赤道平面配位的三齿DGA配体以及两个硝酸盐配体，一个二齿且定向在赤道平面中，另一个单齿且平

  DOI：

  10.1021/ic7025076
• 作为产物：
  描述：

  二异丙胺 在 吡啶 、 草酰氯 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 2-[(diisopropylcarbamoyl)methoxy]-N,N-diisopropyl-acetamide
  参考文献：
  名称：

  Highly efficient binding of trivalent f-elements from acidic media with a C3-symmetric tripodal ligand containing diglycolamide arms

  摘要：

  三脚架螯合物，以三甘醇二胺基为基团，精确排列在三苯氧甲烷平台上，被合成以模拟氧配体配合的镧系元素偏好的三帽三棱柱几何构型，且该配体在酸性介质中能非常有效地与较重的镧系元素结合。

  DOI：

  10.1039/b513745d

文献信息

• DIGLYCOLAMIDE DERIVATIVES FOR SEPARATION AND RECOVERY OF RARE EARTH ELEMENTS FROM AQUEOUS SOLUTIONS
  申请人：UT-Battelle, LLC

  公开号：US20220002229A1

  公开（公告）日：2022-01-06

  Rare earth extractant compounds having the following structure: wherein R 1 , R 2 , R 3 , and R 4 are independently selected from alkyl groups containing 1-30 carbon atoms and optionally containing an ether or thioether linkage connecting between carbon atoms, provided that the total carbon atoms in R 1 , R 2 , R 3 , and R 4 is at least 12; R 5 and R 6 are independently selected from hydrogen atom and alkyl groups containing 1-3 carbon atoms; and provided that at least one of the conditions (i)-(iv) apply as follows: presence of a distal branched group in at least one of R 1 -R 4 (condition i), asymmetry in R 1 -R 4 (condition ii), presence of amine-containing ring (condition iii), or presence of lactam ring (condition iv). Also described are hydrophobic water-insoluble solutions containing at least one extractant compound of Formula (1), as well as method for extracting rare earth elements from aqueous solution by contacting the aqueous solution with the water-insoluble solution.

  具有以下结构的稀土萃取剂化合物：其中R1、R2、R3和R4分别从含有1-30个碳原子的烷基基团中独立选择，并且可选地包含连接碳原子之间的醚或硫醚连接，前提是R1、R2、R3和R4中的总碳原子至少为12；R5和R6分别从氢原子和含有1-3个碳原子的烷基基团中独立选择；并且至少应用以下条件中的一种（i）-（iv）：至少在R1-R4中的一个中存在远端支链基团（条件i），R1-R4中的不对称性（条件ii），存在胺基环（条件iii），或存在内酰胺环（条件iv）。还描述了包含至少一种Formula（1）的萃取剂化合物的疏水水不溶性溶液，以及通过将水不溶性溶液与水溶液接触来从水溶液中萃取稀土元素的方法。
• Ionophore vom Typ der 3-Oxapentandiamide
  作者：Ernö Pretsch、Daniel Ammann、Hans F. Osswald、Mare Güggi、Wilhelm Simon

  DOI：10.1002/hlca.19800630117

  日期：1980.1.23

  Ionophores of the Type of 3-Oxapentane Diamides

  3-氧戊戊二酰胺类型的离子载体
• Preparation of Diglycolamides via Schotten–Baumann Approach and Direct Amidation of Esters
  作者：Willem Verboom、Andrea Leoncini、Jurriaan Huskens

  DOI：10.1055/s-0035-1561495

  日期：——

  Diglycolyl chlorides, commercially available or obtained from the corresponding dicarboxylic acids, have been converted into the corresponding diamides by reaction with a wide range of amines in an organic-aqueous biphasic system (Schotten–Baumann approach) in high yields. Treatment with poly(4-styrenesulfonic acid) afforded the pure compounds. Substituted diglycolyl diesters, obtained by coupling

  通过在有机-水双相体系（Schotten-Baumann 方法）中与多种胺反应，可以将二甘醇氯化物（市售的或从相应的二羧酸获得）转化为相应的二酰胺。用聚(4-苯乙烯磺酸)处理得到纯化合物。通过偶联商业单酯获得的取代的二甘醇二酯在作为催化剂的三氯化铝存在下以良好的产率直接转化为相应的二酰胺。
• Lipophilic diglycolamide compounds for extraction of rare earth metals from aqueous solutions
  申请人：UT-Battelle, LLC

  公开号：US11040296B2

  公开（公告）日：2021-06-22

  A method for extracting rare earth metals (e.g., lanthanides and/or actinides) from aqueous solution, the method comprising: (i) acidifying an aqueous solution containing said rare earth metals with sulfuric acid to result in an acidified aqueous solution containing 1-12 M concentration of sulfuric acid; and (ii) contacting the acidified aqueous solution with an aqueous-insoluble hydrophobic solution comprising a rare earth extractant molecule dissolved in an aqueous-insoluble hydrophobic solvent to result in extraction of one or more of the rare earth metals into the aqueous hydrophobic solution, wherein the rare earth extractant molecule has the following structure: wherein R1, R2, R3, and R4 are independently selected from hydrocarbon groups containing 1-20 carbon atoms, provided that the total carbon atoms in R1, R2, R3, and R4 is at least 12; and R5 and R6 are independently selected from hydrogen atom and hydrocarbon groups containing 1-3 carbon atoms.

  一种从水溶液中提取稀土金属（如镧系元素和/或锕系元素）的方法，该方法包括镧系元素和/或锕系元素）的方法，该方法包括(i) 用硫酸酸化含有上述稀土金属的水溶液，以得到含有 1-12 M 浓度硫酸的酸化水溶液；(ii) 将酸化水溶液与不溶于水的疏水性溶液接触，该疏水性溶液包含溶解在不溶于水的疏水性溶剂中的稀土萃取剂分子，从而将一种或多种稀土金属萃取到疏水性溶液中，其中稀土萃取剂分子具有以下结构： 其中R1、R2、R3和R4独立地选自含有1-20个碳原子的烃基，条件是R1、R2、R3和R4中的碳原子总数至少为12；R5和R6独立地选自氢原子和含有1-3个碳原子的烃基。
• LIPOPHILIC DIGLYCOLAMIDE COMPOUNDS FOR EXTRACTION OF RARE EARTH METALS FROM AQUEOUS SOLUTIONS
  申请人：UT-Battelle, LLC

  公开号：US20190344198A1

  公开（公告）日：2019-11-14

  A method for extracting rare earth metals (e.g., lanthanides and/or actinides) from aqueous solution, the method comprising: (i) acidifying an aqueous solution containing said rare earth metals with sulfuric acid to result in an acidified aqueous solution containing 1-12 M concentration of sulfuric acid; and (ii) contacting the acidified aqueous solution with an aqueous-insoluble hydrophobic solution comprising a rare earth extractant molecule dissolved in an aqueous-insoluble hydrophobic solvent to result in extraction of one or more of the rare earth metals into the aqueous hydrophobic solution, wherein the rare earth extractant molecule has the following structure: wherein R 1 , R 2 , R 3 , and R 4 are independently selected from hydrocarbon groups containing 1-20 carbon atoms, provided that the total carbon atoms in R 1 , R 2 , R 3 , and R 4 is at least 12; and R 5 and R 6 are independently selected from hydrogen atom and hydrocarbon groups containing 1-3 carbon atoms.