3-ethyl-5,6,7,8-tetrahydro-8,8-dimethyl-4-nitro-2-naphthalenecarboxamide | 149620-57-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-ethyl-5,6,7,8-tetrahydro-8,8-dimethyl-4-nitro-2-naphthalenecarboxamide
• CAS: 149620-57-5
• 化学式: C₁₅H₂₀N₂O₃
• 分子量: 276.335
• InChiKey: CMBBBMLNNHSRRQ-UHFFFAOYSA-N

物化性质

• 沸点：
  321.5±42.0 °C(predicted)
• 密度：
  1.160±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  86.23
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-ethyl-5,6,7,8-tetrahydro-8,8-dimethyl-4-nitro-2-naphthalenecarboxamide 在 三乙胺 、 三氯乙酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以90%的产率得到3-ethyl-5,6,7,8-tetrahydro-8,8-dimethyl-4-nitro-2-naphthalenecarbonitrile
  参考文献：
  名称：

  Synthesis and herbicidal activity of substituted tetrahydronaphthalenes: I

  摘要：

  AbstractThis paper reports the synthesis and the biological activity of substituted 6‐alkyl‐1,2,3,4‐tetrahydro‐1,1‐dimethylnaphthalenes in which the substituents at the 5‐ and/or 7‐position are varied with a multitide of functional groups. These compounds exhibited pre‐emergent herbicidal activity which was a function of the electron‐withdrawing ability and the size of the groups substituted at the 5‐ and/or 7‐position. Nitro and/or nitrile groups at these positions tended to optimize activity.

  DOI：

  10.1002/ps.2780440206
• 作为产物：
  描述：

  1-(3-ethyl-5,6,7,8-tetrahydro-8,8-dimethyl-4-nitro-2-naphthalenyl)ethanone 在 sodium hydroxide 、 草酰氯 、 氨 、 溴 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 3-ethyl-5,6,7,8-tetrahydro-8,8-dimethyl-4-nitro-2-naphthalenecarboxamide
  参考文献：
  名称：

  Synthesis and herbicidal activity of substituted tetrahydronaphthalenes: I

  摘要：

  AbstractThis paper reports the synthesis and the biological activity of substituted 6‐alkyl‐1,2,3,4‐tetrahydro‐1,1‐dimethylnaphthalenes in which the substituents at the 5‐ and/or 7‐position are varied with a multitide of functional groups. These compounds exhibited pre‐emergent herbicidal activity which was a function of the electron‐withdrawing ability and the size of the groups substituted at the 5‐ and/or 7‐position. Nitro and/or nitrile groups at these positions tended to optimize activity.

  DOI：

  10.1002/ps.2780440206

文献信息

• Selective syntheses of substituted 6-alkyl-1,1-dimethyl-1,2,3,4-tetrahydronaphthalenes
  作者：John J. Parlow

  DOI：10.1016/s0040-4020(01)86337-7

  日期：1993.3

  Beta-ionone is cyclized to 1,1,6-trimethyl-1,2,3,4-tetrahydronaphthalene in 80-95% yield. Selective derivatization at the 5- and/or 7-positions of 6-alkyl-1,1-dimethyl-1,2,3,4-tetrahydronaphthalenes was achieved by nitration, acylation, and reduction.