diisopropyl pyridine-2,6-dicarboxylate | 51604-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: diisopropyl pyridine-2,6-dicarboxylate
• 英文别名: dppc；dipropan-2-yl pyridine-2,6-dicarboxylate
• CAS: 51604-72-9
• 化学式: C₁₃H₁₇NO₄
• mdl: MFCD00991720
• 分子量: 251.282
• InChiKey: CPWRDMOUBGOUGY-UHFFFAOYSA-N

物化性质

• 沸点：
  361.9±22.0 °C(Predicted)
• 密度：
  1.115±0.06 g/cm3(Predicted)
• 保留指数：
  1725

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  65.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  copper dichloride 、 diisopropyl pyridine-2,6-dicarboxylate 以 四氢呋喃 、 异丙醇 为溶剂， 以76%的产率得到[(dppc)(Cl)Cu(μ-Cl)2Cu(Cl)(dppc)]
  参考文献：
  名称：

  Structural, Electronic, and Magnetic Consequences of O-Carbonyl vs O-Alkoxy Ester Coordination in New Dicopper Complexes Containing the Cu₂(μ-Cl)₂ Core

  摘要：

  The complexes [Cu-2(mu-Cl)(2)(Cl)(2)(L)(2)] (L = dialkylpyridine-2,6-dicarboxylate; R = Et, L = depc, 1; R = i-Pr, L = dppc, 2) have been prepared and their magnetic properties studied. The crystal structures of complexes 1 and 2 have been solved. Compound 1 belongs to the P1 space group with Z = 2, a = 8.3020(10) Angstrom, b = 9.2050(10) Angstrom, c = 10.065(2) Angstrom, a = 99.040(10)degrees, beta = 100.810(10)degrees, and gamma = 106.502(10)degrees whereas 2 belongs to the C2/c space group with Z = 8, a = 11.6360(10) Angstrom, b = 25.906(3) Angstrom, c = 11.76579(10) Angstrom, and beta = 107.900(10)degrees. The different alkyl ester substitutes produce substantial structural and electronic differences. The Cu2Cl2 core geometry is planar for 1 whereas it adopts a butterfly shape in the case of 2. Furthermore, in 2 the dppc ligand coordinates only by the carbonyl oxygen atoms whereas in 1 the depc ligand coordinates through carbonyl and alkoxy oxygen atoms. Magnetic susceptibility data show a ferromagnetic coupling between the two Cu(II) centers in both cases (J = 39.9(6) cm(-1) for 1, and J = 51.3(5) cm(-1) for 2) with very weak antiferromagnetic interactions (J' = -0.59 cm(-1) and -0.57 cm(-1) for 1 and 2, respectively). Theoretical calculations at the extended Huckel level have also been carried out to further understand the electronic nature of complexes 1 and 2.

  DOI：

  10.1021/ic025568i
• 作为产物：
  描述：

  2,6-二氯吡啶 、 一氧化碳 、 异丙醇 在 1,1'-双(二苯基膦)二茂铁 、 sodium acetate 、 palladium diacetate 作用下， 135.0 ℃ 、1.5 MPa 条件下， 反应 1.0h， 以48%的产率得到diisopropyl pyridine-2,6-dicarboxylate
  参考文献：
  名称：

  The Preparation of Pyridine-carboxylates from Chloropyridines by the Palladium-catalyzed Alkoxycarbonylation

  摘要：

  The preparation of pyridinecarboxylates and pyridinedicarboxylates by alkoxycarbonylation of chloropyridines with carbon monoxide in the presence of palladium acetate and 1,1'-bis(diphenylphosphino)ferrocene is described. The process uses readily available starting materials and affords pyridinecarboxylates in good to very good yields.

  DOI：

  10.3987/com-99-8622

文献信息

• The Preparation of Pyridine-carboxylates from Chloropyridines by the Palladium-catalyzed Alkoxycarbonylation
  作者：Yves Bessard、Roger Crettaz

  DOI：10.3987/com-99-8622

  日期：——

  The preparation of pyridinecarboxylates and pyridinedicarboxylates by alkoxycarbonylation of chloropyridines with carbon monoxide in the presence of palladium acetate and 1,1'-bis(diphenylphosphino)ferrocene is described. The process uses readily available starting materials and affords pyridinecarboxylates in good to very good yields.
• Structural, Electronic, and Magnetic Consequences of <i>O</i>-Carbonyl vs <i>O</i>-Alkoxy Ester Coordination in New Dicopper Complexes Containing the Cu₂(μ-Cl)₂ Core
  作者：Pratibha Kapoor、Anuradha Pathak、Ramesh Kapoor、Paloth Venugopalan、Montserrat Corbella、Montserrat Rodríguez、Juvencio Robles、Antoni Llobet

  DOI：10.1021/ic025568i

  日期：2002.11.1

  The complexes [Cu-2(mu-Cl)(2)(Cl)(2)(L)(2)] (L = dialkylpyridine-2,6-dicarboxylate; R = Et, L = depc, 1; R = i-Pr, L = dppc, 2) have been prepared and their magnetic properties studied. The crystal structures of complexes 1 and 2 have been solved. Compound 1 belongs to the P1 space group with Z = 2, a = 8.3020(10) Angstrom, b = 9.2050(10) Angstrom, c = 10.065(2) Angstrom, a = 99.040(10)degrees, beta = 100.810(10)degrees, and gamma = 106.502(10)degrees whereas 2 belongs to the C2/c space group with Z = 8, a = 11.6360(10) Angstrom, b = 25.906(3) Angstrom, c = 11.76579(10) Angstrom, and beta = 107.900(10)degrees. The different alkyl ester substitutes produce substantial structural and electronic differences. The Cu2Cl2 core geometry is planar for 1 whereas it adopts a butterfly shape in the case of 2. Furthermore, in 2 the dppc ligand coordinates only by the carbonyl oxygen atoms whereas in 1 the depc ligand coordinates through carbonyl and alkoxy oxygen atoms. Magnetic susceptibility data show a ferromagnetic coupling between the two Cu(II) centers in both cases (J = 39.9(6) cm(-1) for 1, and J = 51.3(5) cm(-1) for 2) with very weak antiferromagnetic interactions (J' = -0.59 cm(-1) and -0.57 cm(-1) for 1 and 2, respectively). Theoretical calculations at the extended Huckel level have also been carried out to further understand the electronic nature of complexes 1 and 2.