1-[2-(1-Hydroxycyclopentyl)ethyl]cyclohexanol | 73089-99-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-(1-Hydroxycyclopentyl)ethyl]cyclohexanol
• 英文别名: 1-[2-(1-hydroxycyclopentyl)ethyl]cyclohexan-1-ol
• CAS: 73089-99-3
• 化学式: C₁₃H₂₄O₂
• 分子量: 212.332
• InChiKey: NVGFEMQONVHFMV-UHFFFAOYSA-N

物化性质

• 熔点：
  96-97 °C
• 沸点：
  317.2±10.0 °C(Predicted)
• 密度：
  1.063±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• 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

• 作为产物：
  描述：

  1-乙烯基环戊烷-1-醇 在 偶氮二异丁腈 作用下， 以 正己烷 为溶剂， 反应 46.0h， 生成 1-[2-(1-Hydroxycyclopentyl)ethyl]cyclohexanol
  参考文献：
  名称：

  Synthesis and Applications of Tetrahydrofuran-Stable Substituted (3-Lithioxyalkyl)- and (4-Lithioxyalkyl)lithiums, Modified with Magnesium 2-Ethoxyethoxide

  摘要：

  Substituted hydroxyalkyl phenyl sulfides 3 have been synthesized from the corresponding allylic or homoallylic alcohols 2. Regiospecific cleavage of the C-SPh bond of the sulfides 3 by lithium dispersion in tetrahydrofuran (THF) led to the synthesis of substituted (3-lithioxyalkyl)- and (4-lithioxyalkyl)lithiums 4, most of which share the omega carbon with a carbocyclic ring. The organolithiums were modified with magnesium 2-ethoxyethoxide in order to suppress their reactivity toward THF cleavage, thus offering the advantage of preparing storable ethereal solutions of certain types of (lithioxyalkyl)lithiums. This strategy appears to be of rather broad scope. The functionalized organolithiums prepared in this way react normally with electrophilic reagents with yields in the range 35-55%. Thus, carboxylations of 4 yielded lactones 5, some of which are natural products, while reactions of 4 with benzophenone and cyclic ketones yielded 1,4- and 1,5-diols 6 and 7, respectively.

  DOI：

  10.1021/jo9703010

文献信息

• One-step annulation. A convenient method for the preparation of diols, spirolactones, and spiroethers from lactones
  作者：Persephone Canonne、Georges B. Foscolos、Denis Belanger

  DOI：10.1021/jo01298a016

  日期：1980.5
• Kotlyarevskii,I.L.; Zanina,A.S., Journal of general chemistry of the USSR, 1961, vol. 31, p. 2991 - 2997
  作者：Kotlyarevskii,I.L.、Zanina,A.S.

  DOI：——

  日期：——
• CANONNE P.; FOSCOLOS G. B.; BELANGER D., J. ORG. CHEM., 1980, 45, NO 10, 1828-1835
  作者：CANONNE P.、 FOSCOLOS G. B.、 BELANGER D.

  DOI：——

  日期：——