1-[2-(1-羟基环辛基)乙基]环辛醇 | 101885-14-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-[2-(1-羟基环辛基)乙基]环辛醇
• 英文名称: 1-[2-(1-hydroxycyclooctyl)ethyl]cyclooctanol
• 英文别名: 1,2-Bis-(1-hydroxy-cyclooctyl)-aethan；1-[2-(1-hydroxycyclooctyl)ethyl]cyclooctan-1-ol
• CAS: 101885-14-7
• 化学式: C₁₈H₃₄O₂
• 分子量: 282.467
• InChiKey: KWGIOXNPPVXKDY-UHFFFAOYSA-N

物化性质

• 熔点：
  123-124 °C
• 沸点：
  369.1±10.0 °C(Predicted)
• 密度：
  0.979±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  20.0
• 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-乙烯基环辛烷-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-羟基环辛基)乙基]环辛醇
  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

• PREPARATION AND DEHYDRATION OF DI-(1-HYDROXYCYCLOALKYL)-ALKANES
  作者：A. S. Bailey、D. G. M. Diaper、M. V. H. Schwemin

  DOI：10.1139/v61-142

  日期：1961.5.1

  not available

  不可用
• Arene-promoted lithiation of 1,n-dihaloalkanes (n=2–6): a comparative study
  作者：Abdeslam Abou、Francisco Foubelo、Miguel Yus

  DOI：10.1016/j.tet.2006.08.064

  日期：2006.10

  n-dichloroalkanes 3a (n=2–6) with an excess of lithium powder and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB; 2.5 mol %) in the presence of different carbonyl compounds [ButCHO, PhCHO, Et2CO, (CH2)4CO, (CH2)5CO, (CH2)7CO, (−)-menthone], in THF at −78 °C leads, after hydrolysis with water, to the expected 1,(n+2)-diols 4, yields being <25% for n=2, 3 and in the range of 45–79% for n=4–6. When the

  1，n-二氯烷烃3a（n = 2–6）与过量的锂粉和催化量的4,4'-二叔丁基联苯（DTBB; 2.5 mol％）在不同羰基存在下的反应化合物[卜吨CHO，苯甲醛，等2 CO，（CH 2）4 CO，（CH 2）5 CO，（CH 2）7 CO，（ - ） -薄荷酮]，在THF中在-78℃下引线，后用水水解，以期望的1，（ñ 2）-diols 4，产率是<25％ñ = 2，3和为45-79％的范围内ñ= 4–6。当相同的协议被施加到1，Ñ -bromochloroalkanes 3B和1，Ñ -dibromoalkanes 3C（Ñ = 2-6），二醇4在一般得到较低的产率。