3-(2-methylphenyl)-2,2-dimethyl-3-oxopropanamide | 217473-02-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-methylphenyl)-2,2-dimethyl-3-oxopropanamide
• 英文别名: 2,2-Dimethyl-3-(2-methylphenyl)-3-oxopropanamide
• CAS: 217473-02-4
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: QSHDIWQZUBMSLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-methylphenyl)-2,2-dimethyl-3-oxopropanamide 以 甲醇 为溶剂， 反应 240.0h， 以75%的产率得到2-(7-Hydroxy-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-isobutyramide
  参考文献：
  名称：

  Solvent Dependent Photochemical Reactions of 3-(2-Alkylphenyl)-2,2-dimethyl-3-oxopropanoates and Their Related Compounds

  摘要：

  Photochemical reactions of methyl 3-(o-alkylphenyl)-2,2-dimethyl-3-oxopropanotes in hexane gave only the corresponding benzocyclobutenols. However, when irradiation was carried out in methanol, 3-oxonaphthalenones were produced together with the benzocyclobutenols. The ratio of benzocyclobutenol to naphthalenone depends on the bulkiness of the alkyl group in the ortho position. Intermediary 1,4-diradicals or dienols were efficiently trapped by oxygen to afford the corresponding peroxides and/or oxygenated compounds derived from the peroxides.

  DOI：

  10.1021/jo981433b
• 作为产物：
  描述：

  3-Hydroxy-2,2-dimethyl-3-o-tolyl-propionitrile 在 jones reagent 、 硫酸 作用下， 以 水 、 丙酮 为溶剂， 反应 19.0h， 生成 3-(2-methylphenyl)-2,2-dimethyl-3-oxopropanamide
  参考文献：
  名称：

  Solvent Dependent Photochemical Reactions of 3-(2-Alkylphenyl)-2,2-dimethyl-3-oxopropanoates and Their Related Compounds

  摘要：

  Photochemical reactions of methyl 3-(o-alkylphenyl)-2,2-dimethyl-3-oxopropanotes in hexane gave only the corresponding benzocyclobutenols. However, when irradiation was carried out in methanol, 3-oxonaphthalenones were produced together with the benzocyclobutenols. The ratio of benzocyclobutenol to naphthalenone depends on the bulkiness of the alkyl group in the ortho position. Intermediary 1,4-diradicals or dienols were efficiently trapped by oxygen to afford the corresponding peroxides and/or oxygenated compounds derived from the peroxides.

  DOI：

  10.1021/jo981433b

文献信息

• Solvent Dependent Photochemical Reactions of 3-(2-Alkylphenyl)-2,2-dimethyl-3-oxopropanoates and Their Related Compounds
  作者：Masaichi Saito、Yumiko Kamei、Kanae Kuribara、Michikazu Yoshioka、Tadashi Hasegawa

  DOI：10.1021/jo981433b

  日期：1998.11.1

  Photochemical reactions of methyl 3-(o-alkylphenyl)-2,2-dimethyl-3-oxopropanotes in hexane gave only the corresponding benzocyclobutenols. However, when irradiation was carried out in methanol, 3-oxonaphthalenones were produced together with the benzocyclobutenols. The ratio of benzocyclobutenol to naphthalenone depends on the bulkiness of the alkyl group in the ortho position. Intermediary 1,4-diradicals or dienols were efficiently trapped by oxygen to afford the corresponding peroxides and/or oxygenated compounds derived from the peroxides.