2,8-Diisocyanato-2,8-dimethyl-nonane | 683745-85-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,8-Diisocyanato-2,8-dimethyl-nonane
• 英文别名: 2,8-diisocyanato-2,8-dimethylnonane
• CAS: 683745-85-9
• 化学式: C₁₃H₂₂N₂O₂
• 分子量: 238.33
• InChiKey: OZQVTUFSOJYIRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  58.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,8-Diisocyanato-2,8-dimethyl-nonane 在 盐酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以3.43 g的产率得到2,8-diamino-2,8-dimethylnonane dihydrochloride
  参考文献：
  名称：

  Conformational Control in the Cyclization of Hydrogen-Bonded Supramolecular Polymers

  摘要：

  Bifunctional 2-ureido-4[1H]-pyrimidinone (UPy) derivatives can form small cyclic oligomers as well as long supramolecular polymers in chloroform solutions using the quadruple hydrogen-bonding motif. Ring-chain equilibria of a set of supramolecular monomers containing methyl-substituted alkyl linkers between the hydrogen-bonding UPy moieties were investigated by H-1 NMR spectroscopy and viscometry. The data were characterized in terms of critical concentration (CC, denoting the onset of polymerization) and equilibrium cyclic dimer concentration (EDC, representing preorganization of the monomer toward selective formation of cyclic dimer), Methyl substituents in the monomer were found to promote conformations favorable for cyclic dimerization, leading to an increase in both the EDC and the CC with respect to unsubstituted monomer. Furthermore, we observed an odd-even effect in the CC and EDC with increasing length of the linker between the hydrogen-bonding units. The combined results allow tuning of the critical concentration over a broad range and offer detailed information on the correlation between monomer structure, conformation, and polymerizability which may provide new insights for the study and design of other ring-chain equilibria or helix-random coil transitions.

  DOI：

  10.1021/ja039408x
• 作为产物：
  描述：

  2,2,8,8-tetramethylnonanedioic acid 在 sodium azide 、 草酰氯 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 2.5h， 生成 2,8-Diisocyanato-2,8-dimethyl-nonane
  参考文献：
  名称：

  Conformational Control in the Cyclization of Hydrogen-Bonded Supramolecular Polymers

  摘要：

  Bifunctional 2-ureido-4[1H]-pyrimidinone (UPy) derivatives can form small cyclic oligomers as well as long supramolecular polymers in chloroform solutions using the quadruple hydrogen-bonding motif. Ring-chain equilibria of a set of supramolecular monomers containing methyl-substituted alkyl linkers between the hydrogen-bonding UPy moieties were investigated by H-1 NMR spectroscopy and viscometry. The data were characterized in terms of critical concentration (CC, denoting the onset of polymerization) and equilibrium cyclic dimer concentration (EDC, representing preorganization of the monomer toward selective formation of cyclic dimer), Methyl substituents in the monomer were found to promote conformations favorable for cyclic dimerization, leading to an increase in both the EDC and the CC with respect to unsubstituted monomer. Furthermore, we observed an odd-even effect in the CC and EDC with increasing length of the linker between the hydrogen-bonding units. The combined results allow tuning of the critical concentration over a broad range and offer detailed information on the correlation between monomer structure, conformation, and polymerizability which may provide new insights for the study and design of other ring-chain equilibria or helix-random coil transitions.

  DOI：

  10.1021/ja039408x