3-Methylene-5-hexen-2-ol | 65749-56-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Methylene-5-hexen-2-ol
• 英文别名: 3-methylene-hex-5-en-2-ol；3-Methylidenehex-5-en-2-ol
• CAS: 65749-56-6
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: AFYPEQQXKGSLNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  bromozinc(1+),prop-1-ene 、 3-丁炔-2-醇 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 3-Methylene-5-hexen-2-ol
  参考文献：
  名称：

  Addition des organozinciques allyliques aux triples liaisons: Syntheses d'alcools et d'ethers-oxydes dieniques

  摘要：

  DOI：

  10.1016/s0022-328x(00)91811-4

文献信息

• .beta.-Stannyl Allylic Alcohols through Photooxygenation (Schenck Reaction) of Vinylstannanes and Reduction of the Resulting Allylic Hydroperoxides: Synthesis and Selected Transformations
  作者：Waldemar Adam、Peter Klug

  DOI：10.1021/jo00089a010

  日期：1994.5

  beta-Stannyl allylic alcohols 2 were prepared regioselectively by photooxygenation (Schenck reaction) of the vinylstannanes 1 and subsequent;reduction of the resulting allylic hydroperoxides by sodium borohydride. This novel methodology makes the hitherto unknown oxyfunctionalized cyclic vinylstannanes conveniently accessible, which constitute valuable building blocks in organic synthesis. For example, palladium-catalyzed coupling of these vinylstannanes 2 with allylic and vinylic halides produced the P-substituted allylic alcohols 3 in good yields. Tin-lithium exchange directly on the oxyfunctionalized vinylstannanes 2 afforded the corresponding lithio dianions, which on reaction with aldehydes led to the allylic diols 4. Furthermore, iododestannylation of the beta-stannyl allylic alcohols 2 gave the respective vinyl iodides 5.
• US4081476A
  申请人：——

  公开号：US4081476A

  公开（公告）日：1978-03-28