(+/-)-1-[3-methyl-1-nitrobutan-2-yloxy]but-2-yne | 192818-74-9

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: (+/-)-1-[3-methyl-1-nitrobutan-2-yloxy]but-2-yne
• 英文别名: 2-but-2-ynoxy-3-methyl-1-nitrobutane
• CAS: 192818-74-9
• 化学式: C₉H₁₅NO₃
• 分子量: 185.223
• InChiKey: AJYYOMXDMDGHKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 (+/-)-1-[3-methyl-1-nitrobutan-2-yloxy]but-2-yne 在 三乙胺 作用下， 以 苯 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Synthesis of novel 2H,5H-dihydrofuran-3-yl ketones via ISNC reactions

  摘要：

  Unique 1-[2H,5H-dihydrofur-3-yl]ketones have been synthesized from propargylic nitroethers via intramolecular cycloadditions involving silyl nitronates Various substituent groups were placed on the 2 and 5 positions of the dihydrofuran rings We examined the scope of the long-range Coupling in proton NMR of the oxo-dihydrofuran products The identities of the diastereomers resulting from the Michael addition/cycloaddition reactions were tentatively assigned for the first time CAChe MNDO PM5 and CONFLEX programs were engaged to assist with the identification of these stereoisomers. The reaction times and conditions for those oxo-dihydrofurans were found to be different than that of the published dihydrofuranals. which led us to propose a different mechanism. (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tetlet.2009.08.110
• 作为产物：
  描述：

  3-methyl-1-nitro-but-1-ene 、 2-丁炔-1-醇 在 sodium hydride 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 (+/-)-1-[3-methyl-1-nitrobutan-2-yloxy]but-2-yne
  参考文献：
  名称：

  Synthesis of novel 2H,5H-dihydrofuran-3-yl ketones via ISNC reactions

  摘要：

  Unique 1-[2H,5H-dihydrofur-3-yl]ketones have been synthesized from propargylic nitroethers via intramolecular cycloadditions involving silyl nitronates Various substituent groups were placed on the 2 and 5 positions of the dihydrofuran rings We examined the scope of the long-range Coupling in proton NMR of the oxo-dihydrofuran products The identities of the diastereomers resulting from the Michael addition/cycloaddition reactions were tentatively assigned for the first time CAChe MNDO PM5 and CONFLEX programs were engaged to assist with the identification of these stereoisomers. The reaction times and conditions for those oxo-dihydrofurans were found to be different than that of the published dihydrofuranals. which led us to propose a different mechanism. (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tetlet.2009.08.110