2,2-二苯基乙醛二乙缩醛 | 67820-48-8

• 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: 2,2-二苯基乙醛二乙缩醛
• 英文名称: 2,2-diphenylacetaldehyde diethylacetal
• 英文别名: Diphenylacetaldehyde diethylacetal；(2,2-diethoxy-1-phenylethyl)benzene
• CAS: 67820-48-8
• 化学式: C₁₈H₂₂O₂
• 分子量: 270.371
• InChiKey: IOENQNSBFIUXMG-UHFFFAOYSA-N

物化性质

• 沸点：
  335.1±37.0 °C(Predicted)
• 密度：
  1.019±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  联苯乙醛 在 迭氮酸 、 四氯化钛 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 6.0h， 生成 2,2-二苯基乙醛二乙缩醛
  参考文献：
  名称：

  Synthetic methods. 25. Titanium tetrachloride-catalyzed addition of hydrazoic acid to aldehydes and ketones. Thermolysis and photolysis of .alpha.-azido ethers

  摘要：

  DOI：

  10.1021/jo00236a006

文献信息

• Epoxide ring-opening and Meinwald rearrangement reactions of epoxides catalyzed by mesoporous aluminosilicates
  作者：Mathew W. C. Robinson、A. Matthew Davies、Richard Buckle、Ian Mabbett、Stuart H. Taylor、Andrew E. Graham

  DOI：10.1039/b900719a

  日期：——

  Mesoporous aluminosilicates efficiently catalyze the ring-opening of epoxides to produce β-alkoxyalcohols in high yields under extremely mild reaction conditions. These materials also catalyze the corresponding Meinwald rearrangement in non-nucleophilic solvents to give aldehydes which can be trapped in situ to provide the corresponding acetals in an efficient tandem process.

  介孔铝硅酸盐可在极温和的反应条件下高效催化环氧化物的开环反应，从而以高收率生产β-烷氧基醇。这些材料还可以在非亲核溶剂中催化相应的Meinwald重排，从而生成可以在有效的串联过程中原位捕获以提供相应的缩醛的醛。
• Antimony(<scp>v</scp>) catalyzed acetalisation of aldehydes: an efficient, solvent-free, and recyclable process
  作者：Renzo Arias Ugarte、Todd W. Hudnall

  DOI：10.1039/c6gc03629e

  日期：——

  A highly selective, solvent-free process for the acetalisation of aldehydes was achieved by the use of a readily accessible antimony(V) catalyst which we previously prepared in our lab as a tetraarylstibonium triflate salt ([1][OTf]).

  醛的乙缩醛化的高度选择性，无溶剂方法是通过使用易于获得的锑（V）催化剂实现的，该催化剂以前是在我们的实验室中作为三氟甲磺酸四芳基sti鎓盐（[ 1 ] [OTf]）制备的。
• Medium Effects on Stereochemistry of Acid-Catalyzed Ethanolysis of<i>trans</i>-2,3-Diphenyloxirane
  作者：Masashi Inoue、Yoshio Taguchi、Toshio Sugita、Katsuhiko Ichikawa

  DOI：10.1246/bcsj.51.2098

  日期：1978.7

  The acid catalyzed ethanolysis of trans-2,3-diphenyloxirane was examined in a wide variety of binary ethanolic solvent systems. The reaction proceeded with 26% retention and 74% inversion of configuration in pure ethanol at 50 °C. The dilution of ethanol by hexane or benzene produced almost no change in stereochemistry of the ethanolysis. The addition of acetonitrile, nitromethane, or sulfolane to the ethanolic solution resulted in increased degrees of retention. In binary ethanolic mixtures containing DMSO, DMF, or HMPA, increased ratios of inverted product were obtained. The steric course of the ethanolysis could be controlled from 85% retention–15% inversion (CH3NO2:ethanol=20:2 by volume) to 10% retention–90% inversion (HMPA: ethanol=10:12) by the choice of co-solvent. The results are discussed in terms of the solvation-shell concept.

  在多种二元乙醇溶剂体系中对反式-2,3-二苯基环氧乙烷的酸催化乙醇分解进行了研究。在 50 °C 的纯乙醇中，反应的保留率为 26%，构型反转率为 74%。用正己烷或苯稀释乙醇几乎不会改变乙醇分解的立体化学结构。在乙醇溶液中加入乙腈、硝基甲烷或磺烷会增加保留度。在含有 DMSO、DMF 或 HMPA 的二元乙醇混合物中，得到的反相产物比例增加。通过选择助溶剂，乙醇分解的立体过程可从 85% 的保留-15% 的反转（CH3NO2:乙醇=20:2（体积比））控制到 10% 的保留-90% 的反转（HMPA:乙醇=10:12）。本研究从溶壳概念的角度对结果进行了讨论。
• Baarschers, William H.; Vukmanich, James P., Canadian Journal of Chemistry, 1986, vol. 64, p. 932 - 935
  作者：Baarschers, William H.、Vukmanich, James P.

  DOI：——

  日期：——
• Rearrangement oftrans-stilbene into diphenylacetaldehyde acetals induced by direct anodic oxidation
  作者：Yu. N. Ogibin、A. I. Ilovaisky、G. I. Nikishin

  DOI：10.1007/bf02495257

  日期：1997.12

  Direct anodic oxidation of trans-stilbene in lower alcohols and in some other solvents in the presence of KF or Bu4NBF4 is accompanied by its electrooxidatve rearrangement into diphenylacetaldehyde acetals; a competing reaction yields 1,2-dialkoxy-1,2-diphenylethanes.