1-phenylhex-2-yne-1,4-diol | 10508-63-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-phenylhex-2-yne-1,4-diol
• 英文别名: 1-Phenylhex-2-yne-1,4-diol
• CAS: 10508-63-1
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: NUTRVSAFOHKJIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-phenylhex-2-yne-1,4-diol 在 lithium aluminium tetrahydride 、 乙酸乙酯 、 碘 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 4.5h， 以40%的产率得到(Z)-2-iodo-1-phenylhex-2-ene-1,4-diol
  参考文献：
  名称：

  Some special features of hydroalumination-iodination of alkyne-1,4-diols

  摘要：

  Hydroalumination-iodination of alkyne-1,4-diols of different structure showed that with increasing number of substituents at the C-OH group the amount of beta-iodo-substituted products with respect to this group increased. In the case of symmetric secondary 1,4-diols the reaction results in a 1: 1 mixture of stereoisomeric iodoalkenediols, and in the case of phenyl substituents the reaction proceeds regio- and stereoselectively to give an alkenediol iodine atom in the beta-position to phenyl group.

  DOI：

  10.1134/s1070363214030086
• 作为产物：
  描述：

  乙基乙炔基甲醇 、 苯甲醛 生成 1-phenylhex-2-yne-1,4-diol
  参考文献：
  名称：

  Chemistry of polyenic and polyynic compounds Communication 16. Synthesis of some phenylacetylenes allied to natural products

  摘要：

  DOI：

  10.1007/bf00849381

文献信息

• Chemistry of polyenic and polyynic compounds Communication 16. Synthesis of some phenylacetylenes allied to natural products
  作者：M. V. Mavrov、V. F. Kucherov

  DOI：10.1007/bf00849381

  日期：1966.5
• Some special features of hydroalumination-iodination of alkyne-1,4-diols
  作者：H. A. Gharibyan、G. M. Makaryan、M. R. Hovhannisyan、F. S. Kinoyan、Zh. A. Chobanyan

  DOI：10.1134/s1070363214030086

  日期：2014.3

  Hydroalumination-iodination of alkyne-1,4-diols of different structure showed that with increasing number of substituents at the C-OH group the amount of beta-iodo-substituted products with respect to this group increased. In the case of symmetric secondary 1,4-diols the reaction results in a 1: 1 mixture of stereoisomeric iodoalkenediols, and in the case of phenyl substituents the reaction proceeds regio- and stereoselectively to give an alkenediol iodine atom in the beta-position to phenyl group.