<4,4,5,5-D4>cycloheptanol | 76785-14-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: <4,4,5,5-D4>cycloheptanol
• 英文别名: (4,4,5,5-(2)H4)cycloheptanol；4,4,5,5-tetradeuteriocycloheptan-1-ol
• CAS: 76785-14-3
• 化学式: C₇H₁₄O
• 分子量: 118.156
• InChiKey: QCRFMSUKWRQZEM-LNLMKGTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  <4,4,5,5-D4>cycloheptanol 在 氘代甲醇-d 作用下， 生成
  参考文献：
  名称：

  Elimination of water from the molecular ion of cycloheptanol

  摘要：

  AbstractUnder electron impact cycloheptanol decomposes by four fragmentation paths: (1) α‐cleavage with subsequent losses of C1‐C5 fragments, (2) elimination of water, (3) loss of the hydrogen atom from C‐1 and (4) loss of the hydroxyl group. The mechanism of water elimination was investigated by means of deuterium labelling. 1,4‐Elimination of water predominates in cycloheptanol, with the stereospecific cis‐1,3‐elimination also being operative. The loss of water is preceded by extensive exchange of the hydroxyl hydrogen with those of the ring. This is attributed to a very facile transannular interaction of the hydroxyl group with the C‐3 to C‐6 positions that are made accessible due to conformational properties of the 7‐membered ring. A kinetic model is proposed, describing migrations of the ring hydrogen atoms.

  DOI：

  10.1002/oms.1210161103
• 作为产物：
  描述：

  dimethyl (4,4,5,5-(2)H4)-octanedioate 在 lithium aluminium tetrahydride 、 18-冠醚-6 、 potassium hydride 作用下， 以 乙醚 、 水 、 二甲基亚砜 、 叔丁醇 、 苯 为溶剂， 反应 20.0h， 生成 <4,4,5,5-D4>cycloheptanol
  参考文献：
  名称：

  Turecek, Frantisek, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 6, p. 1820 - 1825

  摘要：

  DOI：

文献信息

• TURECEK F., COLLECT. CZECH. CHEM. COMMUN., 1980, 45, NO 6, 1820-1825
  作者：TURECEK F.

  DOI：——

  日期：——