3,3-dimethyl-4-hexyn-1-ol | 1067673-96-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3-dimethyl-4-hexyn-1-ol
• 英文别名: 3,3-dimethylhex-4-yn-1-ol
• CAS: 1067673-96-4
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: JOLBLORVAMCZAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-4-hexyn-1-ol 、 对甲苯磺酰氯 在 三甲胺盐酸盐 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  Cyclization of Nonterminal Alkynic β-Keto Esters Catalyzed by Gold(I) Complex with a Semihollow, End-Capped Triethynylphosphine Ligand

  摘要：

  A cationic gold(l) complex with a semihollow-shaped trialkynylphosphine catalyzed 5-exo-dig and 6-endo-dig cyclizations of various internal alkynic beta-keto esters, showing a marked advantage over a gold(I)-PPh3 complex with respect to the rates of the reactions and the product yields. It is proposed that the gold-bound alkynic substrate in a catalytic pocket must be somewhat folded and that such a steric effect makes the carbon-carbon bond formation entropically more favorable.

  DOI：

  10.1021/ol802079r
• 作为产物：
  描述：

  Tert-butyl((3,3-dimethylhex-4-yn-1-yl)oxy)dimethylsilane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以1.71 g的产率得到3,3-dimethyl-4-hexyn-1-ol
  参考文献：
  名称：

  Cyclization of Nonterminal Alkynic β-Keto Esters Catalyzed by Gold(I) Complex with a Semihollow, End-Capped Triethynylphosphine Ligand

  摘要：

  A cationic gold(l) complex with a semihollow-shaped trialkynylphosphine catalyzed 5-exo-dig and 6-endo-dig cyclizations of various internal alkynic beta-keto esters, showing a marked advantage over a gold(I)-PPh3 complex with respect to the rates of the reactions and the product yields. It is proposed that the gold-bound alkynic substrate in a catalytic pocket must be somewhat folded and that such a steric effect makes the carbon-carbon bond formation entropically more favorable.

  DOI：

  10.1021/ol802079r