2-Nitro-3-trifluoromethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene | 196403-57-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Nitro-3-trifluoromethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene
• 英文别名: 1,1,4,4-Tetramethyl-6-nitro-7-(trifluoromethyl)-2,3-dihydronaphthalene
• CAS: 196403-57-3
• 化学式: C₁₅H₁₈F₃NO₂
• 分子量: 301.309
• InChiKey: MXOSQPWRENUGHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Nitro-3-trifluoromethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene 在 吡啶 、 盐酸 、 水 、 铁粉 作用下， 以 苯 为溶剂， 生成 Methyl 4-[1-(5,6,7,8-tetrahydro-3-trifluoromethyl-5,5,8,8-tetramethyl-2-naphthalenyl)carbamoyl]benzoate
  参考文献：
  名称：

  Synthesis of the trifluoromethylated retinoial aromatic amide—4-[1-(5,6,7,8-tetrahydro-3-trifluoromethyl-5,5,8,8-tetramethyl-2-naphthalenyl)carbamoyl]benzoic acid

  摘要：

  A new methodology was developed for the preparation of an o-trifluoromethylated arylamine. The condensation of 2-amino-3-trifluoromethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene and terephthalic acid monomethyl ester chloride gave the trifluoromethylated retinoial aromatic amide. The key step in the synthesis is the introduction of the aryl trifluoromethyl group. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00070-6
• 作为产物：
  描述：

  2,5-二氯-2,5-二甲基己烷 在 copper(l) iodide 、 三氯化铝 、 硫酸 、 硝酸 作用下， 以 六甲基磷酰三胺 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-Nitro-3-trifluoromethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene
  参考文献：
  名称：

  A suzuki coupling approach to trifluoromethyl derivative of targretin (LGD 1069)

  摘要：

  The palladium-catalyzed Suzuki coupling reaction o-trifluoromethylated arylboronic acid (4) under bar and vinyl triflate (5) under bar provided the trifluoromethyl derivative of Targretin (LGD1069). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00382-x

文献信息

• A suzuki coupling approach to trifluoromethyl derivative of targretin (LGD 1069)
  作者：Feng-Ling Qing、Junfa Fan

  DOI：10.1016/s0960-894x(97)00382-x

  日期：1997.8

  The palladium-catalyzed Suzuki coupling reaction o-trifluoromethylated arylboronic acid (4) under bar and vinyl triflate (5) under bar provided the trifluoromethyl derivative of Targretin (LGD1069). (C) 1997 Elsevier Science Ltd.
• Synthesis of the trifluoromethylated retinoial aromatic amide—4-[1-(5,6,7,8-tetrahydro-3-trifluoromethyl-5,5,8,8-tetramethyl-2-naphthalenyl)carbamoyl]benzoic acid
  作者：Feng-Ling Qing、Junfa Fan

  DOI：10.1016/s0022-1139(99)00070-6

  日期：1999.7

  A new methodology was developed for the preparation of an o-trifluoromethylated arylamine. The condensation of 2-amino-3-trifluoromethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene and terephthalic acid monomethyl ester chloride gave the trifluoromethylated retinoial aromatic amide. The key step in the synthesis is the introduction of the aryl trifluoromethyl group. (C) 1999 Elsevier Science S.A. All rights reserved.