3,5-bis<2-(chloroformyl)ethyl>pyridine | 82475-21-6

• 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: 3,5-bis<2-(chloroformyl)ethyl>pyridine
• 英文别名: 3-[5-(3-Chloro-3-oxopropyl)pyridin-3-yl]propanoyl chloride
• CAS: 82475-21-6
• 化学式: C₁₁H₁₁Cl₂NO₂
• 分子量: 260.12
• InChiKey: SOBCRZIIKBBELJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-bis<2-(chloroformyl)ethyl>pyridine 在 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Influence of non-covalent preorganization on supramolecular effective molarities

  摘要：

  在一组卟啉-吡啶配合物中，形成氢键相互作用限制了柔性连接器的构象运动，但对螯合协同作用没有影响。

  DOI：

  10.1039/c5ob00231a
• 作为产物：
  描述：

  pyridine-3,5-diyldi(propionic acid)hydrochloride 生成 3,5-bis<2-(chloroformyl)ethyl>pyridine
  参考文献：
  名称：

  Momenteau, Michel; Loock, Bernard; Huel, Christiane, Journal of the Chemical Society. Perkin transactions I, 1988, p. 283 - 296

  摘要：

  DOI：

文献信息

• Kinetic evidence for dioxygen stabilization in oxygenated iron(II)-porphyrins by distal polar interactions
  作者：M. Momenteau、D. Lavalette

  DOI：10.1039/c39820000341

  日期：——

  The newly synthesized iron(II)‘hanging base’ porphyrins (8) and (9) provide evidence that polar groups on the distal side of the heme strongly increase the stability of the oxygenated complexes by reducing the rate constant for dissociation of dioxygen.

  新合成的铁（II）“悬挂碱基”卟啉（8）和（9）提供了证据，通过降低双氧解离的速率常数，血红素远端的极性基团极大地提高了氧化配合物的稳定性。
• Relationship between Chemical Structure and Supramolecular Effective Molarity for Formation of Intramolecular H-Bonds
  作者：Hongmei Sun、Christopher A. Hunter、Cristina Navarro、Simon Turega

  DOI：10.1021/ja406235d

  日期：2013.9.4

  Effective molarity (EM) is a key parameter that determines the efficiency of a range of supramolecular phenomena from the folding of macromolecules to multivalent ligand binding. Coordination complexes formed between zinc porphyrins equipped H-bond donor sites and pyridine ligands equipped with H-bond acceptor sites have allowed systematic quantification of EM values for the formation of intramolecular H-bonds in 240 different systems. The results provide insights into the relationship of EM to supramolecular architecture, H-bond strength, and solvent. Previous studies on ligands equipped with phosphonate diester and ether H-bond acceptors were inconclusive, but the experiments described here on ligands equipped with phosphine oxide, amide, and ester H-bond acceptors resolve these ambiguities. Chemical double-mutant cycles were used to dissect the thermodynamic contributions of individual H-bond interactions to the overall stabilities of the complexes and hence determine the values of EM, which fall in the range 1-1000 mM. Solvent has little effect on EM, and the values measured in toluene and 1,1,2,2-tetrachloroethane are similar. For H-bond acceptors that have similar geometries but different H-bond strengths (amide and ester), the values of EM are very similar. For H-bond acceptors that have different geometries but similar H-bond strengths (amide and phosphonate diester), there is, little correlation between the values of EM. These results imply that supramolecular EMs are independent of solvent and intrinsic H-bond strength but depend on supramolecular architecture and geometric complementarity.
• Momenteau, Michel; Mispelter, Joel; Loock, Bernard, Journal of the Chemical Society. Perkin transactions I, 1985, p. 221 - 232
  作者：Momenteau, Michel、Mispelter, Joel、Loock, Bernard、Lhoste, Jean-Marc

  DOI：——

  日期：——