3-hexyl-1-nonen-4-ol | 127998-36-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-hexyl-1-nonen-4-ol
• 英文别名: 7-Ethenyltridecan-6-ol
• CAS: 127998-36-1；127998-38-3
• 化学式: C₁₅H₃₀O
• 分子量: 226.403
• InChiKey: RXIQTBUYCWZIDC-UHFFFAOYSA-N

物化性质

• 沸点：
  308.6±11.0 °C(Predicted)
• 密度：
  0.840±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 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：

  iodomethane,iodozinc(1+) 、 1-octenylmagnesium bromide 、 正己醛 生成 8-pentadecen-6-ol 、 3-hexyl-1-nonen-4-ol
  参考文献：
  名称：

  Knochel, Paul; Achyutha Rao, Journal of the American Chemical Society, 1990, vol. 112, # 16, p. 6146 - 6148

  摘要：

  DOI：

文献信息

• Selective mono- and polymethylene homologations of copper reagents using (iodomethyl)zinc iodide
  作者：AchyuthaRao Sidduri、Michael J. Rozema、Paul Knochel

  DOI：10.1021/jo00062a010

  日期：1993.5

  A wide range of unsaturated aryl-, alkenyl-, alkynylcopper compounds can be selectively homologated by a methylene unit using (iodomethyl)zinc iodide or bis(iodomethyl)zinc. These reactions allow the generation of mixed allylic zinc-copper compounds which can be efficiently trapped with carbonyl compounds. An application to a general preparation of functionalized alpha-methylene-gamma-butyrolactones is described. The homologation of alkynylcoppers with (iodomethyl)zinc iodide allows a one-pot preparation of propargylic copper reagents which in the presence of a carbonyl compound provide various homopropargylic alcohols in excellent yields. In the absence of an electrophile, a clean quadruple methylene homologation of alkynylcoppers occurs to furnish dienic copper reagents. The homologation of other types of copper reagents is also possible, and carbanions at the alpha-position to amines as well as homoenolates of aldehydes or ketones can also be prepared by this method.