2-phenylseleno-1-hexen-1-ol | 185815-09-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-phenylseleno-1-hexen-1-ol
• 英文别名: 5-Hexen-1-ol, 5-(phenylseleno)-；5-phenylselanylhex-5-en-1-ol
• CAS: 185815-09-2
• 化学式: C₁₂H₁₆OSe
• 分子量: 255.218
• InChiKey: QHBSCHOSDDHRLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  5-己炔-1-醇 、 二苯基二硒醚 在 三乙基铝 、 二异丁基氢化铝 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 24.0h， 以56%的产率得到2-phenylseleno-1-hexen-1-ol
  参考文献：
  名称：

  Regiospecific hydroselenation of terminal acetylenes using aluminum phenylselenolate anions

  摘要：

  Regiospecific hydroselenation of terminal acetylenes using aluminum phenylselenolates afforded the 1-organyl-1-phenylseleno ethenes in good yields. The first example of exclusive formation of the hydroselenation Markovnikov adducts is described. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02114-4

文献信息

• Palladium(II) Acetate in Pyridine as an Effective Catalyst for Highly Regioselective Hydroselenation of Alkynes
  作者：Ikuyo Kamiya、Etsuyo Nishinaka、Akiya Ogawa

  DOI：10.1021/jo048727j

  日期：2005.1.1

  A highly regioselective hydroselenation of terminal alkynes with benzeneselenol can be achieved by the combination of palladium acetate and pyridine, providing the corresponding terminal alkenes, (i.e., 2-phenylseleno-1-alkenes) as a sole product. In this hydroselenation, pyridine may act as a suitable ligand for active palladium intermediates.
• Regiospecific hydroselenation of terminal acetylenes using aluminum phenylselenolate anions
  作者：Miguel J. Dabdoub、Tânia M. Cassol、Antonio C.F. Batista

  DOI：10.1016/s0040-4039(96)02114-4

  日期：1996.12

  Regiospecific hydroselenation of terminal acetylenes using aluminum phenylselenolates afforded the 1-organyl-1-phenylseleno ethenes in good yields. The first example of exclusive formation of the hydroselenation Markovnikov adducts is described. Copyright (C) 1996 Elsevier Science Ltd