2-(2-甲酰基苯基)-4-甲基苯甲醛 | 109512-68-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(2-甲酰基苯基)-4-甲基苯甲醛
• 英文名称: 5-methyl-[1,1'-biphenyl]-2,2'-dicarbaldehyde
• 英文别名: 5-Methyl[1,1'-biphenyl]-2,2'-dicarbaldehyde；2-(2-formylphenyl)-4-methylbenzaldehyde
• CAS: 109512-68-7
• 化学式: C₁₅H₁₂O₂
• 分子量: 224.259
• InChiKey: IWRMDFLLLVJBBU-UHFFFAOYSA-N

物化性质

• 沸点：
  406.9±40.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-甲酰基苯基)-4-甲基苯甲醛 在 sodium azide 、 三丁基膦 、 三(二甲胺基)膦 作用下， 以 二氯甲烷 为溶剂， 反应 7.25h， 生成 1a,9b-dihydro-4-methyl-1H-phenanthro<9,10-b>azirine
  参考文献：
  名称：

  Regioselectivity of nucleophilic ring opening in substituted phenanthrene 9,10-imine and 9,10-oxide. Molecular orbital theoretical predictions and experimental results

  摘要：

  DOI：

  10.1021/jo00236a032
• 作为产物：
  描述：

  2-溴-4-甲基苯甲醛 、 2-甲酰基苯硼酸 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium fluoride dihydrate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以86%的产率得到2-(2-甲酰基苯基)-4-甲基苯甲醛
  参考文献：
  名称：

  Copper-Catalyzed Chemoselective Silylative Cyclization of 2,2′-Diethynylbiaryl Derivatives

  摘要：

  DOI：

  10.1021/acs.orglett.1c00968

文献信息

• Silver(I)-Catalyzed Reductive Cross-Coupling of Aldehydes to Structurally Diverse Cyclic and Acyclic Ethers
  作者：Ting Liang、Guichao Dong、Chuang Li、Xin Xu、Zhou Xu

  DOI：10.1021/acs.orglett.2c00270

  日期：2022.3.11

  A range of medium-sized cyclic ethers (5 to 11 membered) have been effectively synthesized through intramolecular reductive coupling of dialdehydes initiated by 50 ppm to 0.5% of AgNTf2 with hydrosilane at 25 °C. The catalytic system is also suitable for the coupling of two different monoaldehydes to provide unsymmetrical ethers. This protocol features broad functional group compatibility, high product

  通过由 50 ppm 至 0.5% 的 AgNTf 2引发的二醛在 25 °C 下与氢硅烷进行分子内还原偶联，已有效合成了一系列中等尺寸的环醚（5 至 11 元） 。该催化体系还适用于偶联两种不同的单醛以提供不对称醚。该协议具有广泛的官能团兼容性、高产品多样性、高效率和在复杂生物相关分子的后期修饰中的实用性。
• High-purity (fluoroalkyl)benzene derivative and process for producing the same
  申请人：Hidaka Toshio

  公开号：US20060167324A1

  公开（公告）日：2006-07-27

  The process for producing a (fluoroalkyl)benzene derivative according to the present invention comprises a step of reducing the total content of group 3 to group 12 transition metals in an alkylbenzene derivative to 500 ppm or less in terms of metal atoms; a step of halogenating the branched alkyl group of the purified alkylbenzene derivative by a photohalogenation to obtain a (haloalkyl)benzene derivative; and a step of subjecting the (haloalkyl)benzene derivative to a halogen-fluorine exchange using HF in an amount of 10 mol or higher per one mole of the (haloalkyl)benzene derivative. The (fluoroalkyl)benzene derivative produced by the process is reduced in the content of impurities such as residual halogens and residual metals, and is useful as intermediates for functional chemical products for use in applications such as medicines and electronic materials.

  本发明生产(氟烷基)苯衍生物的过程包括以下步骤：将烷基苯衍生物中3至12族过渡金属的总含量以金属原子计减少至500 ppm或以下；通过光卤化反应卤化纯化后的烷基苯衍生物的支链烷基，得到(卤烷基)苯衍生物；使用10摩尔或更高量的HF对(卤烷基)苯衍生物进行卤素-氟交换。本发明生产的(氟烷基)苯衍生物中杂质含量如残留卤素和残留金属得到了降低，可用作功能化学产品的中间体，用于药品和电子材料等应用。
• HIGH-PURITY (FLUOROALKYL)BENZENE DERIVATIVE AND PROCESS FOR PRODUCING THE SAME
  申请人：MITSUBISHI GAS CHEMICAL COMPANY, INC.

  公开号：EP1500641A1

  公开（公告）日：2005-01-26

  The process for producing a (fluoroalkyl)benzene derivative according to the present invention comprises a step of reducing the total content of group 3 to group 12 transition metals in an alkylbenzene derivative to 500 ppm or less in terms of metal atoms; a step of halogenating the branched alkyl group of the purified alkylbenzene derivative by a photohalogenation to obtain a (haloalkyl)benzene derivative; and a step of subjecting the (haloalkyl)benzene derivative to a halogen-fluorine exchange using HF in an amount of 10 mol or higher per one mole of the (haloalkyl)benzene derivative. The (fluoroalkyl)benzene derivative produced by the process is reduced in the content of impurities such as residual halogens and residual metals, and is useful as intermediates for functional chemical products for use in applications such as medicines and electronic materials.

  根据本发明生产(氟烷基)苯衍生物的工艺包括以下步骤：将烷基苯衍生物中第3组至第12组过渡金属的总含量降低到500ppm或更低(以金属原子计)；通过光卤化将纯化的烷基苯衍生物中的支链烷基卤化，得到（卤代烷基）苯衍生物；以及使用 HF 将（卤代烷基）苯衍生物进行卤氟交换，HF 的用量为每摩尔（卤代烷基）苯衍生物 10 摩尔或更高。该工艺制得的(氟烷基)苯衍生物的杂质（如残留卤素和残留金属）含量降低，可用作功能化学产品的中间体，应用于医药和电子材料等领域。
• US7405331B2
  申请人：——

  公开号：US7405331B2

  公开（公告）日：2008-07-29
• Copper-Catalyzed Chemoselective Silylative Cyclization of 2,2′-Diethynylbiaryl Derivatives
  作者：Meng Zhao、Ying Wang、Zi-Lu Wang、Jian-Lin Xu、Kai-Yang Dai、Yun-He Xu

  DOI：10.1021/acs.orglett.1c00968

  日期：2021.5.21