1,2,3,4-Tetrahydro-1,1,6-trimethyl-5,7-dinitronaphthalene | 22825-03-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2,3,4-Tetrahydro-1,1,6-trimethyl-5,7-dinitronaphthalene
• 英文别名: 4,4,7-trimethyl-6,8-dinitro-2,3-dihydro-1H-naphthalene
• CAS: 22825-03-2
• 化学式: C₁₃H₁₆N₂O₄
• 分子量: 264.281
• InChiKey: PIWFPMUTNLJZGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2,3,4-Tetrahydro-1,1,6-trimethyl-5,7-dinitronaphthalene 在 chromium(VI) oxide 、 硫酸 、 溶剂黄146 作用下， 生成 4,4,7-trimethyl-6,8-dinitro-3,4-dihydro-2H-naphthalen-1-one
  参考文献：
  名称：

  The Catalytic Dehydration of Ionone and the Constitution of Ionene¹

  摘要：

  DOI：

  10.1021/ja01338a061
• 作为产物：
  描述：

  1,2,3,4-四氢-1,1,6-三甲基萘 在 硫酸 、 硝酸 作用下， 以80%的产率得到1,2,3,4-Tetrahydro-1,1,6-trimethyl-5,7-dinitronaphthalene
  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

• Polycyclic Musks. I. Acyl- and Dinitropolyalkyltetralin Derivatives
  作者：T. F. Wood、W. M. Easter、M. S. Carpenter、J. Angiolini

  DOI：10.1021/jo01044a022

  日期：1963.9
• 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.
• The Catalytic Dehydration of Ionone and the Constitution of Ionene¹
  作者：Marston Taylor Bogert、Victor George Fourman

  DOI：10.1021/ja01338a061

  日期：1933.11
• 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.