1-bromo-2-decyn-5-ol | 503593-61-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-bromo-2-decyn-5-ol
• 英文别名: 1-Bromodec-2-yn-5-ol；1-bromodec-2-yn-5-ol
• CAS: 503593-61-1
• 化学式: C₁₀H₁₇BrO
• 分子量: 233.148
• InChiKey: ZUZBMNUWLNBLQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  对甲酰基苯甲酸甲酯 、 1-bromo-2-decyn-5-ol 在 indium 、 zinc(II) fluoride 作用下， 以 四氢呋喃 为溶剂， 以49%的产率得到1-(4-methoxycarbonylphenyl)-3-undecyn-1,6-diol
  参考文献：
  名称：

  Remarkable 1,6-Acyclic Diastereoselection in the Coupling of a Novel Butadienyl Di-indium Compound with Aldehydes

  摘要：

  The reaction between a novel butadienyl di-indium reagent and aldehydes showed remarkable 1,6-diastereoselectivity to give acetylenic diol products as a single diastereomer. A bicyclic transition state formed through intramolecular chelation control was proposed that might account for the high 1,6-diastereoselection result.

  DOI：

  10.1021/ja0295467
• 作为产物：
  描述：

  1-tetrahydropyranyloxy-2-decyn-5-ol 在 对甲苯磺酸 四溴化碳 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 1-bromo-2-decyn-5-ol
  参考文献：
  名称：

  Remarkable 1,6-Acyclic Diastereoselection in the Coupling of a Novel Butadienyl Di-indium Compound with Aldehydes

  摘要：

  The reaction between a novel butadienyl di-indium reagent and aldehydes showed remarkable 1,6-diastereoselectivity to give acetylenic diol products as a single diastereomer. A bicyclic transition state formed through intramolecular chelation control was proposed that might account for the high 1,6-diastereoselection result.

  DOI：

  10.1021/ja0295467

文献信息

• Remarkable 1,6-Acyclic Diastereoselection in the Coupling of a Novel Butadienyl Di-indium Compound with Aldehydes
  作者：Weishi Miao、Wenshuo Lu、Tak Hang Chan

  DOI：10.1021/ja0295467

  日期：2003.3.1

  The reaction between a novel butadienyl di-indium reagent and aldehydes showed remarkable 1,6-diastereoselectivity to give acetylenic diol products as a single diastereomer. A bicyclic transition state formed through intramolecular chelation control was proposed that might account for the high 1,6-diastereoselection result.