3-acetyl-1-isopropenylbenzimidazol-2-one | 100142-54-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 3-acetyl-1-isopropenylbenzimidazol-2-one
• 英文别名: 1-acetyl-3-(prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one；1-acetyl-3-isopropenyl-1,3-dihydro-benzoimidazol-2-one；1-Isopropenyl-3-acetylbenzimidazol-2-one；1-acetyl-3-prop-1-en-2-ylbenzimidazol-2-one
• CAS: 100142-54-9
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: LYUNGCCXVPVBGN-UHFFFAOYSA-N

物化性质

• 熔点：
  102-104 °C
• 沸点：
  339.5±25.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-acetyl-1-isopropenylbenzimidazol-2-one 在 硫酸 作用下， 以 乙醇 、 水 为溶剂， 反应 30.0h， 以77%的产率得到1-乙酰基-1,3-二氢-2H-苯并咪唑-2-酮
  参考文献：
  名称：

  A Novel Application of Heterocyclic Compounds for Biosensors Based on NAD, FAD, and PQQ Dependent Oxidoreductases

  摘要：

  Various five-, six-, and seven-membered heterocyclic compounds containing two nitrogen atoms as well as quinoid substances were synthesized and investigated. Electrochemical oxidation-polymerization of these heterocycles on carbon and platinum electrodes was performed in aqueous medium. Electrochemically pre-treated carbon electrodes modified with these heterocyclic compounds and were used for the electro-catalytic oxidation of NADH and for the design of mediated glucose biosensors.

  DOI：

  10.1007/pl00010188
• 作为产物：
  描述：

  1,3-二氢-4-甲基-2H-1,5-苯并二氮杂革-2-酮 、 乙酸酐 以 吡啶 为溶剂， 反应 4.0h， 以44%的产率得到3-acetyl-1-isopropenylbenzimidazol-2-one
  参考文献：
  名称：

  Transformation of dihydro-1,5-benzodiazepin-2-ones under the influence of acetic anhydride

  摘要：

  DOI：

  10.1007/bf00475331

文献信息

• Synthesis of 1-Acyl-3-isopropenylbenzimidazolone Derivatives and Their Activity against Botrytis cinerea
  作者：Sheng-Kun Li、Zhi-Qin Ji、Ji-Wen Zhang、Zheng-Yan Guo、Wen-Jun Wu

  DOI：10.1021/jf903855y

  日期：2010.3.10

  A series of 1-acyl-3-isopropenylbenzimidazolone derivatives were synthesized, and their structures were characterized by H-1 and C-13 NMR and elemental analysis. Their fungicidal activities against Botrytis cinerea were also evaluated by spore germination assay. The acrylic acid, methacrylic acid, 4-chlorophenyl acetic acid, and 2-chlorobenzoic acid derivatives exhibited strong fungicidal activity. This implied that benzimidazolones might be potential fungicide leading compounds.
• PUODZHYUNAJTE, B. A.;YANCHENE, R. A.;TERENTEV, P. B., XIMIYA GETEROTSIKL. SEOED.,(1988) N 3, 380-385
  作者：PUODZHYUNAJTE, B. A.、YANCHENE, R. A.、TERENTEV, P. B.

  DOI：——

  日期：——
• Transformation of dihydro-1,5-benzodiazepin-2-ones under the influence of acetic anhydride
  作者：B. A. Puodzhyunaite、R. A. Yanchene、P. B. Terent'ev

  DOI：10.1007/bf00475331

  日期：1988.3
• A Novel Application of Heterocyclic Compounds for Biosensors Based on NAD, FAD, and PQQ Dependent Oxidoreductases
  作者：Valdas Laurinavičius、Bogumila Kurtinaitienė、Virginijus Liauksminas、Benedikta Puodžiūnaitė、Regina Jančienė、Lidija Kosychova、Rolandas Meškys

  DOI：10.1007/pl00010188

  日期：1999.10

  Various five-, six-, and seven-membered heterocyclic compounds containing two nitrogen atoms as well as quinoid substances were synthesized and investigated. Electrochemical oxidation-polymerization of these heterocycles on carbon and platinum electrodes was performed in aqueous medium. Electrochemically pre-treated carbon electrodes modified with these heterocyclic compounds and were used for the electro-catalytic oxidation of NADH and for the design of mediated glucose biosensors.