3-(2-(13)C2-hydroxyethyl)cyclopentanol | 929642-80-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-(13)C2-hydroxyethyl)cyclopentanol
• CAS: 929642-80-8
• 化学式: C₇H₁₄O₂
• 分子量: 132.165
• InChiKey: RVOYBCULFYEQIT-CQDYUVAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.53
• 重原子数：
  9.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(2-(13)C2-hydroxyethyl)cyclopentanol 在 sodium bromate 、 sodium azide 、 ammonium cerium(IV) nitrate 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.08h， 生成 3-(2-azidoethyl)(13)C2-cyclopentanone
  参考文献：
  名称：

  Synthesis of 2-Quinuclidonium by Eliminating Water:  Experimental Quantification of the High Basicity of Extremely Twisted Amides

  摘要：

  The chemical properties of an extremely twisted amide are examined quantitatively for the first time. The predicted high basicity of 2-quinuclidonium is confirmed experimentally by measuring the gas-phase proton affinity using the extended kinetic method. Fragmentation of this molecule further reveals that the lack of resonance stabilization weakens the amide bond. Furthermore, a new route for synthesizing 2-quinuclidonium by eliminating water is demonstrated in the gas phase.

  DOI：

  10.1021/ja067703m
• 作为产物：
  描述：

  naphthalen-2-ylmethyl 2-(3-oxocyclopentyl)-(13)C2-ethanoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 3-(2-(13)C2-hydroxyethyl)cyclopentanol
  参考文献：
  名称：

  Synthesis of 2-Quinuclidonium by Eliminating Water:  Experimental Quantification of the High Basicity of Extremely Twisted Amides

  摘要：

  The chemical properties of an extremely twisted amide are examined quantitatively for the first time. The predicted high basicity of 2-quinuclidonium is confirmed experimentally by measuring the gas-phase proton affinity using the extended kinetic method. Fragmentation of this molecule further reveals that the lack of resonance stabilization weakens the amide bond. Furthermore, a new route for synthesizing 2-quinuclidonium by eliminating water is demonstrated in the gas phase.

  DOI：

  10.1021/ja067703m