4-benzoylbutanal dimethylacetal | 76355-56-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-benzoylbutanal dimethylacetal
• 英文别名: 4-benzoylbutanol dimethylacetal；5,5-dimethoxy-1-phenylpentan-1-one
• CAS: 76355-56-1
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: OQLVGIBCALAFBN-UHFFFAOYSA-N

物化性质

• 沸点：
  321.0±32.0 °C(Predicted)
• 密度：
  1.026±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-benzoylbutanal dimethylacetal 在 氯磺酸 、 双氧水 作用下， 以 甲醇 为溶剂， 反应 100.0h， 以98%的产率得到4-苯甲酰基丁酸甲酯
  参考文献：
  名称：

  Miura, Masahiro; Nojima, Masatomo; Kusabayashi, Shigekazu, Journal of the Chemical Society. Perkin transactions I, 1980, p. 2909 - 2913

  摘要：

  DOI：
• 作为产物：
  描述：

  1-苯基环戊烯 在 硫酸 、 tetrabutylammonium tetrafluoroborate 作用下， 以 水 为溶剂， 反应 0.33h， 生成 4-benzoylbutanal dimethylacetal
  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

• Parallel recognition by virtue of differentiation between carbonyls, acetals and enones
  作者：Jian-xie Chen、Katsumasa Sakamoto、Akihiro Orita、Junzo Otera

  DOI：10.1016/s0040-4020(98)00462-1

  日期：1998.7

  are performed simultaneously on separate reaction sites, has been advanced. Ketones/α,β-enones and aldehydes/acetals are able to react selectively with different silyl nucleophiles in parallel. The subtle differentiation between the substrates possessing similar reactivities has recourse to the strong preference of ketene silyl acetal for ketones/α,β-enones.

  提出了“并行识别”，一种用于压缩合成过程的新概念，其中在不同的反应位点同时进行不同的转化。酮/α，β-烯酮和醛/缩醛能够选择性地与不同的甲硅烷基亲核试剂平行反应。具有相似反应性的底物之间的细微差别归因于乙烯酮甲硅烷基乙缩醛对酮/α，β-烯酮的强烈偏爱。
• Intramolecular [3+2] cycloadditions of functionalized azomethine ylides
  作者：Pat N Confalone、Richard A Earl

  DOI：10.1016/s0040-4039(00)84619-5

  日期：——

  The use of dithiane chemistry to synthesize functionalized azomethine ylides which are then employed in [3+2] cycloaddition chemistry is described. The advantages of this methodology as well as an approach to the lycorenine alkaloid system are presented.

  描述了使用二噻烷化学合成官能化的偶氮甲亚胺，然后将其用于[3 + 2]环加成化学。提出了这种方法的优点，以及一种针对lycorenine生物碱系统的方法。
• Parallel Differentiated Recognition of Ketones and Acetals
  作者：Jian-xie Chen、Junzo Otera

  DOI：10.1002/(sici)1521-3773(19980202)37:1/2<91::aid-anie91>3.0.co;2-a

  日期：1998.2.2
• Formation of the crossed product 1,4-disubstituted 2,3,5,6,11-pentaoxabicyclo[5.3.1]undecane from a mixture of two kinds of ozonides in the presence of an acid catalyst. Elucidation of the intermediates in the acidolysis of an ozonide
  作者：Masahiro Miura、Masatomo Nojima、Shigekazu Kusabayashi、Shigeru Nagase

  DOI：10.1021/ja00397a034

  日期：1981.4
• Oxidative fragmentation of 1-aryl-1-cycloalkenes using cerium(IV) ammonium nitrate (CAN): some novel observations
  作者：Vijay Nair、Sreeletha B Panicker、Siji Thomas、V Santhi、Sindhu Mathai

  DOI：10.1016/s0040-4020(02)00261-2

  日期：2002.4

  1-Phenyl-1-cycloalkenes undergo oxidative fragmentation in presence of CAN in methanol, affording 1,n-dicarbonyl compounds as the major products along with 1,2-dimethoxycycloalkanes. The reaction under deoxygenated conditions afforded the latter in good yields. In the presence of azide ion, fragmentation leading to the corresponding cyanoketones was observed whereas with sultinate only the 1-methoxy-2-sulfonyl cycloalkanes were formed. (C) 2002 Published by Elsevier Science Ltd.