(S)-2-methyl-3-penten-1-ol | 374688-40-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-methyl-3-penten-1-ol
• CAS: 374688-40-1
• 化学式: C₆H₁₂O
• 分子量: 100.161
• InChiKey: ITDXMLZSEZDMFN-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  7.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (S)-2-methyl-3-penten-1-ol 在 10percent palladium on charcoal 氢气 、 溴 、 三苯基膦 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 (S)-1-bromo-2-methylpentane
  参考文献：
  名称：

  Identification and Assignment of the Absolute Configuration of Biologically Active Methyl-Branched Ketones from Limnephilid Caddis Flies

  摘要：

  Glands of the 4th and 5th abdominal sternite of the caddis flies Potamophylax latipennis, Potamophylax cingulatus, and Glyphotaelius pellucidus contain (S)-4-methyl-3-heptanone (4a), (4S,6S)-4,6-dimethyl-3-octanone (4b), and (4S,6S)-4,6-dimethyl-3-nonanone (4c). As shown by gas chromatography coupled with electrophysiological recordings, these ketones elicit a strong response in the insects' antennae. The structural assignment of the compounds was achieved on the basis of mass spectra, enantioselective synthesis, and gas chromatography on a chiral stationary phase.

  DOI：

  10.1002/1099-0690(200108)2001:16<3175::aid-ejoc3175>3.0.co;2-4
• 作为产物：
  描述：

  乙醛 、 (R)-(+)-(3-hydroxy-2-methyl-1-propyl)triphenylphosphonium bromide 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以53%的产率得到(S)-2-methyl-3-penten-1-ol
  参考文献：
  名称：

  Identification and Assignment of the Absolute Configuration of Biologically Active Methyl-Branched Ketones from Limnephilid Caddis Flies

  摘要：

  Glands of the 4th and 5th abdominal sternite of the caddis flies Potamophylax latipennis, Potamophylax cingulatus, and Glyphotaelius pellucidus contain (S)-4-methyl-3-heptanone (4a), (4S,6S)-4,6-dimethyl-3-octanone (4b), and (4S,6S)-4,6-dimethyl-3-nonanone (4c). As shown by gas chromatography coupled with electrophysiological recordings, these ketones elicit a strong response in the insects' antennae. The structural assignment of the compounds was achieved on the basis of mass spectra, enantioselective synthesis, and gas chromatography on a chiral stationary phase.

  DOI：

  10.1002/1099-0690(200108)2001:16<3175::aid-ejoc3175>3.0.co;2-4