2-(2,2-二甲氧基乙基)苯甲醛二甲基缩醛 | 172363-49-4

• 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-(2,2-二甲氧基乙基)苯甲醛二甲基缩醛
• 英文名称: homophthalaldehyde bis(dimethylacetal)
• 英文别名: 1-(2,2-Dimethoxyethyl)-2-(dimethoxymethyl)benzene
• CAS: 172363-49-4
• 化学式: C₁₃H₂₀O₄
• 分子量: 240.299
• InChiKey: CFFXOMRWQZWHQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2,2-二甲氧基乙基)苯甲醛二甲基缩醛 在 硫酸 作用下， 以 水 为溶剂， 反应 2.0h， 以87%的产率得到2-甲酰基苯乙醛
  参考文献：
  名称：

  A new approach to arylaliphatic 1,5-, 1,6-, and 1,7-dicarbonyl compounds and their monoacetals based on direct anodic oxidation of 1-phenyl- and benzo[c]cycloalkenes

  摘要：

  A new simple approach to omega-benzoylalkanals, 2-(omega-formylalkyl)benzaldehydes, and their monoacetals was developed based on direct anodic oxidation of 1-phenylcycloalkenes and benzo[c]cycloalkenes in methanol followed by acid hydrolysis of the electrolysis products. The target products are obtained in 53-72 % yields.

  DOI：

  10.1007/bf01457781
• 作为产物：
  描述：

  甲醇 、 茚 在 tetrabutylammonium tetrafluoroborate 作用下， 以75%的产率得到2-(2,2-二甲氧基乙基)苯甲醛二甲基缩醛
  参考文献：
  名称：

  A new approach to arylaliphatic 1,5-, 1,6-, and 1,7-dicarbonyl compounds and their monoacetals based on direct anodic oxidation of 1-phenyl- and benzo[c]cycloalkenes

  摘要：

  A new simple approach to omega-benzoylalkanals, 2-(omega-formylalkyl)benzaldehydes, and their monoacetals was developed based on direct anodic oxidation of 1-phenylcycloalkenes and benzo[c]cycloalkenes in methanol followed by acid hydrolysis of the electrolysis products. The target products are obtained in 53-72 % yields.

  DOI：

  10.1007/bf01457781

文献信息

• Electrochemical Cleavage of Double Bonds in Conjugated Cycloalkenyl- and 1,2-Alkenobenzenes
  作者：Yuri N. Ogibin、Alexey I. Ilovaisky、Gennady I. Nikishin

  DOI：10.1021/jo951948s

  日期：1996.1.1

  The electrochemical cleavage of olefinic bonds in conjugated C-5-C-7-cycloalkenylbenzenes 1, indene 4a, and 1,2-dihydronaphthalene (4b) results from anodic oxidation of these compounds in MeOH in an undivided cell. The process includes the formation of (1,2-dimethoxycycloalkyl)benzenes 2a-c, 1,2-dimethoxyindan (5a), and 1,2-dimethoxytetralin (5b) as intermediates and leads to omega,omega-dimethoxy-omega-phenyl-n-C-5-C-7-alkanal dimethyl acetals 3a-c, [2-(dimethoxymethyl)phenyl]ethanal dimethyl acetal (6a), and 3-[2-(dimethoxymethyl)phenyl]propanal dimethyl acetal (6b) as major products, respectively. The best yields of 3a-c and 6a,b (58-76%) were obtained when the electrolysis was carried out at 60 degrees C and 6 F/mol of electricity based on 1, 4a, and 4b, was passed using C-anode and Bu(4)NBF(4) as a supporting electrolyte. Compounds 2a-c and 5a,b as mixtures of cis and trans diastereomers were obtained as major products in 81-90% yield when the electrolysis was terminated after 2 F/mol of electricity based on 1, 4a, and 4b had been passed. The cis/trans ratio in 2a-c was increased with the increasing the size of cycloalkane rings in 1, 4a, and 4b and the obvious stereoselective effect of the anode nature (C or Pt) being observed in the case of dimethoxylation of 4a.
• A new approach to arylaliphatic 1,5-, 1,6-, and 1,7-dicarbonyl compounds and their monoacetals based on direct anodic oxidation of 1-phenyl- and benzo[c]cycloalkenes
  作者：Yu. N. Ogibin、A. I. Ilovaisky、G. I. Nikishin

  DOI：10.1007/bf01457781

  日期：1996.8

  A new simple approach to omega-benzoylalkanals, 2-(omega-formylalkyl)benzaldehydes, and their monoacetals was developed based on direct anodic oxidation of 1-phenylcycloalkenes and benzo[c]cycloalkenes in methanol followed by acid hydrolysis of the electrolysis products. The target products are obtained in 53-72 % yields.