2-methyl-3-(2-bromoethylaminocarbonylpropyl)-1,4-naphthoquinone | 1079213-03-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methyl-3-(2-bromoethylaminocarbonylpropyl)-1,4-naphthoquinone
• 英文别名: N-(2-bromoethyl)-4-(3-methyl-1,4-dioxonaphthalen-2-yl)butanamide
• CAS: 1079213-03-8
• 化学式: C₁₇H₁₈BrNO₃
• 分子量: 364.239
• InChiKey: RIWXJHHUWZUDJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  63.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-3-(2-bromoethylaminocarbonylpropyl)-1,4-naphthoquinone 、 硫脲 以 丙酮 为溶剂， 反应 10.0h， 以70%的产率得到S-{2-[(1,4-dihydro-2-methyl-1,4-dioxonaphthalen-3-yl)propanoylamino]ethyl} isothiouronium bromide
  参考文献：
  名称：

  2-Methyl-1,4-naphthoquinones containing 3-[N-(ω-mercaptoalkyl)alkanamide] chains: synthesis, self-assembling, and electrochemical properties

  摘要：

  2-Methyl-1,4-naphthoquinone derivatives containing 3-[N-(omega-mercaptoalkyl)alkanamide] chains were synthesized from omega-bromoalkylamine salts of 2-methyl-3-carboxyalkyl-1,4-naphthoquinones in the presence of N,N '-dicyclohexylcarbodiimide at ambient temperature, and then transformed into the corresponding mercapto derivatives. Their self-assembling and electrochemical Properties on gold were studied. The influence of an intrachain amide group on the Structure and electron transfer properties of self-assembled monolayers were evaluated by comparison with analogous ester and alkyl chain-containing 2-methyl-1,4-naphthoquinones. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.039
• 作为产物：
  描述：

  2-methyl-3-(3-carboxypropyl)-1,4.naphthoquinone, 2-bromoethylamine salt 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以45%的产率得到2-methyl-3-(2-bromoethylaminocarbonylpropyl)-1,4-naphthoquinone
  参考文献：
  名称：

  2-Methyl-1,4-naphthoquinones containing 3-[N-(ω-mercaptoalkyl)alkanamide] chains: synthesis, self-assembling, and electrochemical properties

  摘要：

  2-Methyl-1,4-naphthoquinone derivatives containing 3-[N-(omega-mercaptoalkyl)alkanamide] chains were synthesized from omega-bromoalkylamine salts of 2-methyl-3-carboxyalkyl-1,4-naphthoquinones in the presence of N,N '-dicyclohexylcarbodiimide at ambient temperature, and then transformed into the corresponding mercapto derivatives. Their self-assembling and electrochemical Properties on gold were studied. The influence of an intrachain amide group on the Structure and electron transfer properties of self-assembled monolayers were evaluated by comparison with analogous ester and alkyl chain-containing 2-methyl-1,4-naphthoquinones. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.039