3-hydroxy-3-methyloctanenitrile | 600735-61-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-hydroxy-3-methyloctanenitrile
• CAS: 600735-61-3
• 化学式: C₉H₁₇NO
• 分子量: 155.24
• InChiKey: KBCZHOJYLRRFCY-UHFFFAOYSA-N

物化性质

• 沸点：
  280.2±13.0 °C(Predicted)
• 密度：
  0.923±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-庚酮 在 一氟三乙氧基硅烷 、 氟三（三苯基膦）铜（I） 、 triethylamine tris(hydrogen fluoride) 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 生成 3-hydroxy-3-methyloctanenitrile
  参考文献：
  名称：

  Direct Catalytic Aldol-Type Reactions Using RCH₂CN

  摘要：

  A copper fluoride-catalyzed cyanomethylation that can be applied to a wide range of ketones and aldehydes was developed using TMSCH2-CN as a nucleophile. The reaction was extended to a conceptually more advanced copper alkoxide-catalyzed direct addition of alkylnitriles to aldehydes, which can act as a surrogate direct catalytic aldol reaction of esters. These reactions can be applied to the first catalytic enantioselective cyanomethylation of ketones and direct catalytic enantioselective cyanomethylation of aldehydes.

  DOI：

  10.1021/ol035206u

文献信息

• US4022794A
  申请人：——

  公开号：US4022794A

  公开（公告）日：1977-05-10
• US4260771A
  申请人：——

  公开号：US4260771A

  公开（公告）日：1981-04-07
• US4225609A
  申请人：——

  公开号：US4225609A

  公开（公告）日：1980-09-30
• Direct Catalytic Aldol-Type Reactions Using RCH₂CN
  作者：Yutaka Suto、Naoya Kumagai、Shigeki Matsunaga、Motomu Kanai、Masakatsu Shibasaki

  DOI：10.1021/ol035206u

  日期：2003.8.1

  A copper fluoride-catalyzed cyanomethylation that can be applied to a wide range of ketones and aldehydes was developed using TMSCH2-CN as a nucleophile. The reaction was extended to a conceptually more advanced copper alkoxide-catalyzed direct addition of alkylnitriles to aldehydes, which can act as a surrogate direct catalytic aldol reaction of esters. These reactions can be applied to the first catalytic enantioselective cyanomethylation of ketones and direct catalytic enantioselective cyanomethylation of aldehydes.