5,6,7,8-Tetrahydro-3,8,8-trimethyl-4-nitro-2-naphthylamine | 149620-33-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5,6,7,8-Tetrahydro-3,8,8-trimethyl-4-nitro-2-naphthylamine
• 英文别名: 5,6,7,8-tetrahydro-3,8,8-trimethyl-4-nitro-2-naphthalenamine
• CAS: 149620-33-7
• 化学式: C₁₃H₁₈N₂O₂
• 分子量: 234.298
• InChiKey: DLOUIEJVRSBOOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  69.16
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5,6,7,8-Tetrahydro-3,8,8-trimethyl-4-nitro-2-naphthylamine 在 palladium on activated charcoal 硫酸 、 氢气 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 5.0~40.0 ℃ 、344.73 kPa 条件下， 反应 1.25h， 生成 5,6,7,8-tetrahydro-3,8,8-trimethyl-1-naphthalenamine
  参考文献：
  名称：

  Selective syntheses of substituted 6-alkyl-1,1-dimethyl-1,2,3,4-tetrahydronaphthalenes

  摘要：

  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.

  DOI：

  10.1016/s0040-4020(01)86337-7
• 作为产物：
  描述：

  1,2,3,4-Tetrahydro-1,1,6-trimethyl-5,7-dinitronaphthalene 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 以90%的产率得到5,6,7,8-Tetrahydro-3,8,8-trimethyl-4-nitro-2-naphthylamine
  参考文献：
  名称：

  Selective syntheses of substituted 6-alkyl-1,1-dimethyl-1,2,3,4-tetrahydronaphthalenes

  摘要：

  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.

  DOI：

  10.1016/s0040-4020(01)86337-7

文献信息

• Synthesis and herbicidal activity of substituted tetrahydronaphthalenes: I
  作者：John J. Parlow、Martin D. Mahoney

  DOI：10.1002/ps.2780440206

  日期：1995.6

  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.