2-methyl-3,3-bis(4-methylphenyl)prop-1-ene-1,1-dicarbonitrile | 890654-75-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-methyl-3,3-bis(4-methylphenyl)prop-1-ene-1,1-dicarbonitrile
• 英文别名: 2-[1,1-Bis(4-methylphenyl)propan-2-ylidene]propanedinitrile；2-[1,1-bis(4-methylphenyl)propan-2-ylidene]propanedinitrile
• CAS: 890654-75-8
• 化学式: C₂₀H₁₈N₂
• 分子量: 286.376
• InChiKey: MXWWODLFMRULTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-3,3-bis(4-methylphenyl)prop-1-ene-1,1-dicarbonitrile 在 硫酸 作用下， 反应 1.0h， 以77.3%的产率得到1-amino-3,6-methyl-4-(4-methylphenyl)naphthalene-2-carbonitrile
  参考文献：
  名称：

  Synthesis of α-arylnaphthalenes from diphenylacetaldehydes and 1,1-diphenylacetones

  摘要：

  Condensation of diphenylacetalclehydes and 1,1-diphenylacetones with malonodinitrile and cyclization of obtained aryl-ylidenemalonodinitriles in concentrated sulfuric acid leads to 1-amino-4-arylnaphthalene-2-carbonitriles. The benzannulation reaction is accompanied by a quasi-aromatic rearrangement. Preliminary tests of some synthesized aminonitriles have revealed their considerable biological activity against phytopathogenic fungi. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.067
• 作为产物：
  描述：

  1,1-di-p-tolyl-propane-1,2-diol 在 哌啶 、 硫酸 、 ammonium acetate 溶剂黄146 作用下， 以 苯 为溶剂， 生成 2-methyl-3,3-bis(4-methylphenyl)prop-1-ene-1,1-dicarbonitrile
  参考文献：
  名称：

  Novel synthesis of α-arylnaphthalenes from diphenylacetaldehydes and 1,1-diphenylacetones

  摘要：

  A two-step synthesis of 1-amino-4-arylnaphthalene-2-carbonitriles from diphenylacetaldehydes and 1,1-diphenylacetones involves condensation of the carbonyl compounds with malonodinitrile and cyclization of the aryl-ylidenemalonodinitriles obtained in concentrated sulfuric acid. The benzannulation reaction is accompanied with a quasi-aromatic rearrangement. Some of synthesized aminonitriles reveal considerable biological activity against phytopathogenic fungi. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.054

文献信息

• Novel synthesis of α-arylnaphthalenes from diphenylacetaldehydes and 1,1-diphenylacetones
  作者：Bartłomiej Kozik、Jarosław Wilamowski、Maciej Góra、Janusz J. Sepioł

  DOI：10.1016/j.tetlet.2006.03.054

  日期：2006.5

  A two-step synthesis of 1-amino-4-arylnaphthalene-2-carbonitriles from diphenylacetaldehydes and 1,1-diphenylacetones involves condensation of the carbonyl compounds with malonodinitrile and cyclization of the aryl-ylidenemalonodinitriles obtained in concentrated sulfuric acid. The benzannulation reaction is accompanied with a quasi-aromatic rearrangement. Some of synthesized aminonitriles reveal considerable biological activity against phytopathogenic fungi. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis of α-arylnaphthalenes from diphenylacetaldehydes and 1,1-diphenylacetones
  作者：Bartłomiej Kozik、Jarosław Wilamowski、Maciej Góra、Janusz J. Sepioł

  DOI：10.1016/j.tet.2008.04.067

  日期：2008.6

  Condensation of diphenylacetalclehydes and 1,1-diphenylacetones with malonodinitrile and cyclization of obtained aryl-ylidenemalonodinitriles in concentrated sulfuric acid leads to 1-amino-4-arylnaphthalene-2-carbonitriles. The benzannulation reaction is accompanied by a quasi-aromatic rearrangement. Preliminary tests of some synthesized aminonitriles have revealed their considerable biological activity against phytopathogenic fungi. (c) 2008 Elsevier Ltd. All rights reserved.