3,4-Dihydroxy-4-methylpentanenitrile | 220946-34-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-Dihydroxy-4-methylpentanenitrile
• CAS: 220946-34-9
• 化学式: C₆H₁₁NO₂
• 分子量: 129.159
• InChiKey: WCVKZSDKYZXYHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  64.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-Dihydroxy-4-methylpentanenitrile 在 sodium hydroxide 、 oxonium 作用下， 生成 4-hydroxy-5,5-dimethyl-2(3H)-dihydrofuranone
  参考文献：
  名称：

  Ring-opening of epoxyalcohols by diethylaluminium cyanide. Regio- and stereoselective synthesis of 1-cyano-2,3-diols

  摘要：

  Diethylaluminium cyanide is a highly selective reagent for the ring opening of 2,3-epoxyalcohols under mild conditions; the reaction takes place at C-3, with inversion of configuration, to give 1-cyano-2,3-diols. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02520-9
• 作为产物：
  描述：

  2-(oxiran-2-yl)propan-2-ol 、 二乙基氰化铝 以 甲苯 为溶剂， 以72%的产率得到3,4-Dihydroxy-4-methylpentanenitrile
  参考文献：
  名称：

  Ring-opening of epoxyalcohols by diethylaluminium cyanide. Regio- and stereoselective synthesis of 1-cyano-2,3-diols

  摘要：

  Diethylaluminium cyanide is a highly selective reagent for the ring opening of 2,3-epoxyalcohols under mild conditions; the reaction takes place at C-3, with inversion of configuration, to give 1-cyano-2,3-diols. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02520-9

文献信息

• Ring-opening of epoxyalcohols by diethylaluminium cyanide. Regio- and stereoselective synthesis of 1-cyano-2,3-diols
  作者：Fabio Benedetti、Federico Berti、Stefano Norbedo

  DOI：10.1016/s0040-4039(98)02520-9

  日期：1999.1

  Diethylaluminium cyanide is a highly selective reagent for the ring opening of 2,3-epoxyalcohols under mild conditions; the reaction takes place at C-3, with inversion of configuration, to give 1-cyano-2,3-diols. (C) 1999 Elsevier Science Ltd. All rights reserved.