2-(2,6-dimethylphenyl)-1,1-dicyanoethylene | 771575-93-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2,6-dimethylphenyl)-1,1-dicyanoethylene
• 英文别名: 2-(2,6-dimethylbenzylidene)malononitrile；2-[(2,6-dimethylphenyl)methylidene]propanedinitrile
• CAS: 771575-93-0
• 化学式: C₁₂H₁₀N₂
• 分子量: 182.225
• InChiKey: QZWRMSYZUCJCBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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-(2,6-dimethylphenyl)-1,1-dicyanoethylene 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以0.45 g的产率得到2-(2,6-dimethylbenzyl)malononitrile
  参考文献：
  名称：

  The Synthesis of Some Derivatives Based on the 4-Benzyl-1H-pyrazole-3,5-diamine Core

  摘要：

  The three-step synthesis of 4-benzyl-1H-pyrazole-3,5-diamines 2 from commercially available aldehydes 3 is given. The Knoevenagel condensation was utilized to assemble the initial carbon framework, resulting in the benzylidenemalononitriles 4 which were directly transformed by the reduction of the electron deficient C=C bond to benzylmalononitriles 5. Subsequent cycloaddition of hydrazine with 5 afforded the desired pyrazoles 2. Due to the high similarity with 4-arylazo-1H-pyrazole-3,5-diamines, the biological activities of the 4-benzyl-1H-pyrazole-3,5-diamines 2 were evaluated while focusing on the inhibition of cyclin-dependent kinases (CDKs), but no significant results were obtained.

  DOI：

  10.3987/com-10-12101
• 作为产物：
  描述：

  丙二腈 、 2,6-二甲基苯甲醛 以 乙醇 为溶剂， 反应 24.0h， 生成 2-(2,6-dimethylphenyl)-1,1-dicyanoethylene
  参考文献：
  名称：

  New porphyrazine macrocycles with high viscosity-sensitive fluorescence parameters

  摘要：

  New tetraaryltetracyanoporphyrazines have been obtained in the form of metal complexes and free bases via template assembly of a variety of aryltricyanoethylenes as structural units of the macrocycle, and photophysical properties of the products have been studied. The unique high sensitivity of the fluorescent properties to viscosity has been demonstrated. This property opens the possibility of application of the said compounds as sensors of local viscosity. The prepared macrocycles exhibit significant photocytotoxicity, and can be thus used as sensitizers of photodynamic therapy.

  DOI：

  10.1134/s1070363216060189

文献信息

• Synthesis and characterization of a family of molecule-based magnets containing methyl-substituted phenyltricyanoethylene acceptors
  作者：James A. King、Christopher L. Houser、Ryan E. Corkill、Gordon T. Yee

  DOI：10.1016/j.jmmm.2019.165953

  日期：2020.3
• Nucleophilic trifluoromethylation of conjugate acceptors via phenyl trifluoromethyl sulfone
  作者：Kaumba Sakavuyi、Kimberly S. Petersen

  DOI：10.1016/j.tetlet.2013.08.132

  日期：2013.11

  A mild procedure for the conjugate addition of the trifluoromethyl anion to activated Michael acceptors such as arylidenemalononitriles (15 examples) and arylidene Meldrum's acids (9 examples) using phenyl trifluoromethyl sulfone through a reductive magnesium metal mediated procedure is described. The new methodology is used to prepare befloxatone, a reversible and selective monoamine oxidase A inhibitor. (C) 2013 Elsevier Ltd. All rights reserved.