2-[2-(1,1-Dimethoxyethyl)phenyl]acetamide | 173417-10-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[2-(1,1-Dimethoxyethyl)phenyl]acetamide
• CAS: 173417-10-2
• 化学式: C₁₂H₁₇NO₃
• 分子量: 223.272
• InChiKey: GTALHJYZJINILB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[2-(1,1-Dimethoxyethyl)phenyl]acetamide 在 氢气 作用下， 生成 3-羟基-1-甲基异喹啉
  参考文献：
  名称：

  Photochemical hydrolysis of o-acetylphenylacetonitriles

  摘要：

  Irradiation of 1 and its methyl derivative 10a (lambda >280 nm) in methanol leads to photohydrolysis of the nitrile group and formation of the related ketal amides 3 and 11a, respectively. Similar treatment of the dimethyl derivative 10b and of the parent nitrile 13 fails to yield corresponding products of hydrolysis. A mechanism is proposed for these novel hydrolyses.

  DOI：

  10.1016/0040-4039(95)01929-c
• 作为产物：
  描述：

  甲醇 、 2-乙酰基苯基乙腈 在 水 作用下， 反应 8.0h， 以100%的产率得到2-[2-(1,1-Dimethoxyethyl)phenyl]acetamide
  参考文献：
  名称：

  Novel Photochemical Hydrolysis of o-Acetylphenylacetonitriles to Amides

  摘要：

  Irradiation of o-acetylphenylacetonitriles 1a,b in methanol (lambda > 280 nm) leads to essentially quantitative photohydrolysis with formation of the corresponding ketal amides 3a,b. The mechanism proposed for this novel reaction is supported by the qualitatively different photochemical behavior of 1c and by a labeling experiment with 1a-L that confirms transfer of the carbonyl oxygen atom of 1a to the amide oxygen atom of 3a.

  DOI：

  10.1021/jo952147s

文献信息

• Novel Photochemical Hydrolysis of <i>o</i>-Acetylphenylacetonitriles to Amides
  作者：Qingyi Lu、Pakorn Bovonsombat、William C. Agosta

  DOI：10.1021/jo952147s

  日期：1996.1.1

  Irradiation of o-acetylphenylacetonitriles 1a,b in methanol (lambda > 280 nm) leads to essentially quantitative photohydrolysis with formation of the corresponding ketal amides 3a,b. The mechanism proposed for this novel reaction is supported by the qualitatively different photochemical behavior of 1c and by a labeling experiment with 1a-L that confirms transfer of the carbonyl oxygen atom of 1a to the amide oxygen atom of 3a.
• Photochemical hydrolysis of o-acetylphenylacetonitriles
  作者：Qingyi Lu、Pakorn Bovonsombat、William C. Agosta

  DOI：10.1016/0040-4039(95)01929-c

  日期：1995.12

  Irradiation of 1 and its methyl derivative 10a (lambda >280 nm) in methanol leads to photohydrolysis of the nitrile group and formation of the related ketal amides 3 and 11a, respectively. Similar treatment of the dimethyl derivative 10b and of the parent nitrile 13 fails to yield corresponding products of hydrolysis. A mechanism is proposed for these novel hydrolyses.