2-methyldeca-4,6-diyn-2-ol | 936261-40-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyldeca-4,6-diyn-2-ol
• 英文别名: 2-Methyldeca-4,6-diyn-2-ol
• CAS: 936261-40-4
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: WXBFQVUVZCTLOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-methyldeca-3,5-diyn-2-ol 在 N-lithiodiaminoethane 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.17h， 以86%的产率得到2-methyldeca-4,6-diyn-2-ol
  参考文献：
  名称：

  An acetylene zipper—Sonogashira reaction sequence for the efficient synthesis of conjugated arylalkadiynols

  摘要：

  We describe a new approach to the preparation of unsymmetrical arylalkadiynols, which is based on the isomerization of readily available internal alkadiynols into their terminal isomers followed by Sonogashira cross-coupling. The influence of the reaction conditions on the efficiency of the 'acetylene zipper' of alkadiynols is investigated. Unstable terminal diynols are used without isolation in Pd/Cu-catalyzed cross-couplings with iodoarenes bearing either electron-withdrawing or electron-donating substituents. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.066

文献信息

• An acetylene zipper—Sonogashira reaction sequence for the efficient synthesis of conjugated arylalkadiynols
  作者：Alexandra E. Kulyashova、Viktor N. Sorokoumov、Vladimir V. Popik、Irina A. Balova

  DOI：10.1016/j.tetlet.2013.02.066

  日期：2013.5

  We describe a new approach to the preparation of unsymmetrical arylalkadiynols, which is based on the isomerization of readily available internal alkadiynols into their terminal isomers followed by Sonogashira cross-coupling. The influence of the reaction conditions on the efficiency of the 'acetylene zipper' of alkadiynols is investigated. Unstable terminal diynols are used without isolation in Pd/Cu-catalyzed cross-couplings with iodoarenes bearing either electron-withdrawing or electron-donating substituents. (C) 2013 Elsevier Ltd. All rights reserved.