2-(2-nitroethyl)tetralone | 66658-10-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-(2-nitroethyl)tetralone
• 英文别名: 2-(2-Nitroaethyl)-1-tetralon；2-(2-nitroethyl)-3,4-dihydro-2H-naphthalen-1-one
• CAS: 66658-10-4
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: GLXRKLZFJZCZSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  硝基乙烯 、 3,4-二氢-1(2H)-萘酮 在 二异丙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以74%的产率得到2-(2-nitroethyl)tetralone
  参考文献：
  名称：

  Alkylation of ketone and ester lithium enolateswith nitroethylene

  摘要：

  Nitroethylene is a "+CH2CH2NH2" and "+CH2CHO" synthon which has not been widely used in conjugate addition reactions, due in part to its reputation for facile anionic polymerization. In the present report, we describe the first systematic study of the scope and limitations of the conjugate addition of ketone and ester enolates to nitroethylene. Synthetically useful yields are obtained for ketone and ester enolates of a variety of structural types. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00814-x

文献信息

• Photochemical transformations of small ring heterocyclic compounds. 93. Spatial requirements associated with the intramolecular 1,1-cycloaddition reactions of nitrile ylides
  作者：Albert Padwa、Audrey Ku

  DOI：10.1021/ja00475a032

  日期：1978.3
• PADWA A.; KU A., J. AMER. CHEM. SOC. <JACS-AT>, 1978, 100, NO 7, 2181-2190
  作者：PADWA A.、 KU A.

  DOI：——

  日期：——
• Alkylation of ketone and ester lithium enolateswith nitroethylene
  作者：Rebecca J. Flintoft、Jennifer C. Buzby、John A. Tucker

  DOI：10.1016/s0040-4039(99)00814-x

  日期：1999.6

  Nitroethylene is a "+CH2CH2NH2" and "+CH2CHO" synthon which has not been widely used in conjugate addition reactions, due in part to its reputation for facile anionic polymerization. In the present report, we describe the first systematic study of the scope and limitations of the conjugate addition of ketone and ester enolates to nitroethylene. Synthetically useful yields are obtained for ketone and ester enolates of a variety of structural types. (C) 1999 Elsevier Science Ltd. All rights reserved.