4-[(2-羟基苯基)氨基]-1,2-苯二酚 | 527707-61-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-[(2-羟基苯基)氨基]-1,2-苯二酚
• 英文名称: 4-(2-hydroxyanilino)-1,2-benzenediol
• 英文别名: 4-(2-Hydroxyanilino)benzene-1,2-diol
• CAS: 527707-61-5
• 化学式: C₁₂H₁₁NO₃
• 分子量: 217.224
• InChiKey: YUSGTYCHXGUGCY-UHFFFAOYSA-N

物化性质

• 沸点：
  380.1±32.0 °C(Predicted)
• 密度：
  1.440±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二苯胺 在 Streptomyces lividans expressing pIJ₆₀₂₁-bphA₁⁽²⁰⁷²⁾A₂A₃A₄ 作用下， 反应 24.0h， 以42%的产率得到2-苯胺基苯酚
  参考文献：
  名称：

  Hydroxylation of ionized aromatics including carboxylic acid or amine using recombinant Streptomyces lividans cells expressing modified biphenyl dioxygenase genes

  摘要：

  The bphA1(2072)A2A3A4 gene cluster codes for a shuffled biphenyl dioxygenase holoenzyme with broad substrate specificity. These bphA1(2072)A2A3A4 genes were expressed in the actinomycetes Streptomyces lividans using a thiostrepton-inducible promoter P(tipA). Biotransformation experiments of various aromatics including carboxylic acid or amine in their molecular structure, such as 1-naphthoic acid, 2-(1-naphthyl)acetic acid, diphenylamine, and 1-benzyl-4-piperidone, were performed using the recombinant S. lividans cells. These ionized aromatics were converted to the corresponding 1,2-dihydrodiol, mono- or tri-hydroxy forms in 48 h. The structure of the converted products was determined by their EI-MS, (1)H- and (13)C NMR analysis, and several products were found to be novel compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00180-7