2-diethylamino-3-methyl-1,4-naphthoquinone | 112940-91-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-diethylamino-3-methyl-1,4-naphthoquinone
• 英文别名: 2-(diethylamino)-3-methylnaphthalene-1,4-dione
• CAS: 112940-91-7
• 化学式: C₁₅H₁₇NO₂
• 分子量: 243.305
• InChiKey: ZBUALZZOLANXQW-UHFFFAOYSA-N

物化性质

• 沸点：
  363.7±42.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-diethylamino-3-methyl-1,4-naphthoquinone 以 苯 为溶剂， 生成 3-Ethyl-2,4-dimethyl-2,3-dihydro-1-oxa-3-aza-cyclopenta[a]naphthalen-5-ol
  参考文献：
  名称：

  Synthesis and efficiency of photolysis of methylated 2-dialkylamino- and 2-piperidino-1,4-naphthoquinones

  摘要：

  2-Dialkylamino- and 2-piperidino-1,4-naphthoquinones with a methyl group in position 3 or 5(8) of the naphthoquinones were synthesized by reacting dimethyl- and diethylamines and piperidine with 2- and 5-methyl-1,4-naphthoquinones. The quantum yields of photoconversion of the synthesized compounds in benzene were determined. A 1.2- to 6.5-fold increase of the quantum yield over that of 2-dimethylamino-1,4-napthoquinone was established. A comparison of the quantum yields with the calculated charges on the reaction centers in the excited (T1) state showed that there is not a linear relationship between them.

  DOI：

  10.1007/bf00863084
• 作为产物：
  描述：

  2,3-环氧-2,3-二氢-2-甲基-1,4-萘醌 、 二乙胺 以 甲醇 为溶剂， 反应 24.0h， 以5%的产率得到2-diethylamino-3-methyl-1,4-naphthoquinone
  参考文献：
  名称：

  Photolysis of 2-dialkylamino-3-methyl-1,4-naphthoquinones

  摘要：

  The photolysis of 2-dialkylamino-1,4-naphthoquinones is significantly more efficient when a methyl group is at C3. The quantum yields are 2-6 times greater than for 2-dialkylaminonaphthoquinones lacking a methyl group. 2-Monoalkyl-amino-1,4-naphthoquinones also undergo photochemical dealkylation.

  DOI：

  10.1007/bf00963513

文献信息

• Photolysis of 2-dialkylamino-3-methyl-1,4-naphthoquinones
  作者：A. D. Bukhtoyarova、V. N. Berezhnaya、R. P. Shishkina、V. P. Vetchinov、V. I. Eroshkin、T. A. Stavitskaya

  DOI：10.1007/bf00963513

  日期：1991.10

  The photolysis of 2-dialkylamino-1,4-naphthoquinones is significantly more efficient when a methyl group is at C3. The quantum yields are 2-6 times greater than for 2-dialkylaminonaphthoquinones lacking a methyl group. 2-Monoalkyl-amino-1,4-naphthoquinones also undergo photochemical dealkylation.
• Synthesis and efficiency of photolysis of methylated 2-dialkylamino- and 2-piperidino-1,4-naphthoquinones
  作者：V. V. Russkikh

  DOI：10.1007/bf00863084

  日期：1992.3

  2-Dialkylamino- and 2-piperidino-1,4-naphthoquinones with a methyl group in position 3 or 5(8) of the naphthoquinones were synthesized by reacting dimethyl- and diethylamines and piperidine with 2- and 5-methyl-1,4-naphthoquinones. The quantum yields of photoconversion of the synthesized compounds in benzene were determined. A 1.2- to 6.5-fold increase of the quantum yield over that of 2-dimethylamino-1,4-napthoquinone was established. A comparison of the quantum yields with the calculated charges on the reaction centers in the excited (T1) state showed that there is not a linear relationship between them.