1,1'-[(4-nitrophenyl)methanediyl]bis(2,4-dimethylbenzene) | 98293-92-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1,1'-[(4-nitrophenyl)methanediyl]bis(2,4-dimethylbenzene)
• 英文别名: 1-[(2,4-Dimethylphenyl)-(4-nitrophenyl)methyl]-2,4-dimethylbenzene；1-[(2,4-dimethylphenyl)-(4-nitrophenyl)methyl]-2,4-dimethylbenzene
• CAS: 98293-92-6
• 化学式: C₂₃H₂₃NO₂
• 分子量: 345.441
• InChiKey: RHOURHWEVGFWRK-UHFFFAOYSA-N

物化性质

• 沸点：
  487.8±24.0 °C(Predicted)
• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对硝基苯甲醛 、 间二甲苯 在 五氯化铌 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以77%的产率得到1,1'-[(4-nitrophenyl)methanediyl]bis(2,4-dimethylbenzene)
  参考文献：
  名称：

  五氯化铌介导的（杂）芳醛与芳烃的羟烷基化工艺：合成三芳基甲烷的有效策略

  摘要：

  本文献给毛里西奥·戈麦斯康斯坦丁诺教授在他的75之际个生日。 抽象的 五氯化铌是一种有效且有用的路易斯酸，可在芳烃和（杂）芳族醛之间进行Friedel-Crafts羟烷基化反应，生成三芳基甲烷。这种实用的方法具有许多优势，例如反应时间短，温和的实验条件和优异的收率。 五氯化铌是一种有效且有用的路易斯酸，可在芳烃和（杂）芳族醛之间进行Friedel-Crafts羟烷基化反应，生成三芳基甲烷。这种实用的方法具有许多优势，例如反应时间短，温和的实验条件和优异的收率。

  DOI：

  10.1055/s-0037-1610727

文献信息

• Acidities and homolytic bond dissociation energies (BDEs) of benzyl-type carbon-hydrogen bonds in sterically congested substrates
  作者：F. G. Bordwell、Jin Pei Cheng、A. V. Satish、Cary L. Twyman

  DOI：10.1021/jo00050a032

  日期：1992.11

  Equilibrium acidities in DMSO and BDEs for the benzylic C-H bonds are reported for 19 triphenylmethanes, three 9,10-dihydroanthracenes, and nine xanthenes. The phenyl groups in triphenylmethane, 9-phenyl-9,10-dihydroanthracene, and 9-phenylxanthene are shown to be constrained in their ability to delocalize either the negative charges in the anions formed by loss of a proton or the odd electrons released by loss of hydrogen atom. Analysis of the pK(HA) values showed, however, that strong solvation of para electron-withdrawing substituents in a phenyl ring of each of these substrates caused the corresponding anion to adopt a conformation where effective conjugative overlap occurred between the substituent and the carbanion via the phenyl ring. In other words, a conformational change was induced via a substituent solvation assisted resonance (SSAR) effect. In sharp contrast to these large solvation-induced substituent effects on anion stabilities, remote substituent effects on radical stabilities in these congested species were found to be negligible. Substitution of either a p-toluenesulfonyl or CN group into the 9-position of xanthene caused a large increase in acidity, but the p-CH3C6H4SO2 group caused an increase in the BDE of the acidic C-H bond, whereas the CN group caused a small decrease.
• Niobium Pentachloride Mediated (Hetero)aromatic Aldehyde Friedel–Crafts Hydroxyalkylation with Arenes: An Efficient Strategy to Synthesize Triarylmethanes
  作者：Shirley M. M. Rodrigues、Daniel Previdi、Giovanni S. Baviera、Alexandre A. Matias、Paulo M. Donate

  DOI：10.1055/s-0037-1610727

  日期：2019.12

  his 75th birthday. Abstract Niobium pentachloride is an efficient and useful Lewis acid to conduct Friedel–Crafts hydroxyalkylation between arenes and (hetero)aromatic aldehydes, to generate triarylmethanes. This practical methodology offers several advantages, such as short reaction time, mild experimental conditions, and excellent yields. Niobium pentachloride is an efficient and useful Lewis acid

  本文献给毛里西奥·戈麦斯康斯坦丁诺教授在他的75之际个生日。 抽象的 五氯化铌是一种有效且有用的路易斯酸，可在芳烃和（杂）芳族醛之间进行Friedel-Crafts羟烷基化反应，生成三芳基甲烷。这种实用的方法具有许多优势，例如反应时间短，温和的实验条件和优异的收率。 五氯化铌是一种有效且有用的路易斯酸，可在芳烃和（杂）芳族醛之间进行Friedel-Crafts羟烷基化反应，生成三芳基甲烷。这种实用的方法具有许多优势，例如反应时间短，温和的实验条件和优异的收率。