4,5-dihydroxy-2-nitrophenylacetic acid | 105997-76-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4,5-dihydroxy-2-nitrophenylacetic acid
• 英文别名: (4,5-Dihydroxy-2-nitro-phenyl)-essigsaeure；2-(4,5-Dihydroxy-2-nitrophenyl)acetic acid
• CAS: 105997-76-0
• 化学式: C₈H₇NO₆
• 分子量: 213.147
• InChiKey: JIXQKQSNXYEOJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  212 °C
• 沸点：
  509.7±50.0 °C(Predicted)
• 密度：
  1.697±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.63
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  120.9
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4,5-二甲氧基-2-硝基苯乙酸 在 氢溴酸 作用下， 生成 4,5-dihydroxy-2-nitrophenylacetic acid
  参考文献：
  名称：

  安吉拉二世（Angela II）。合成酚醛卟啉的实验。第一部分：3：4-二羟基苯基乙酸的硝基衍生物的介绍和制备

  摘要：

  DOI：

  10.1039/jr9310002872

文献信息

• Nitrobenzene "Caged" Compounds as Irreversible Photoreductants: A Rational Approach to Studying Photoinduced Intermolecular Electron-Transfer Reactions in Proteins
  作者：Theodore J. DiMagno、Michael H. B. Stowell、Sunney I. Chan

  DOI：10.1021/j100034a052

  日期：1995.8

  Nitrobenzene ''caged'' compounds are well-known for their use in delivering biologically active substrates to a reaction mixture after photoexcitation. We have discovered that they also behave as photoreductants from the triplet state after photoexcitation. To explore the properties of these newly discovered photoreductants, a series of substituted nitrobenzene derivatives have been synthesized. These nitrobenzene derivatives exhibit many desirable characteristics suitable for the physiological photoreduction of different proteins, and examples are shown for the photoreduction of cytochrome c and other heme proteins. The observed rate constant for photoreduction of cytochrome c, k(obs,) ranges from 300 to 36 000 s(-1) for the various nitrobenzene derivatives. pH and ionic strength experiments are consistent with a bimolecular reaction wherein the photoreductant and the protein form an electrostatic complex prior to electron transfer. A kinetic model for this bimolecular reaction is described and simulations of the experimental data for the photoreductant 4,5-dimethoxy-2-nitrophenylacetic acid (DMNPAA) yield an inherent unimolecular electron-transfer rate constant (k(et)) of 14 600 s(-1) for the photoreduction of cytochrome c at pH 6.6.