4-Nitro-3-hydroxy-1-isopropyloxy-benzol | 855839-37-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-Nitro-3-hydroxy-1-isopropyloxy-benzol
• 英文别名: 6-Nitro-3-isopropyloxy-phenol；5-Isopropoxy-2-nitro-phenol；5-Isopropoxy-2-nitrophenol；2-nitro-5-propan-2-yloxyphenol
• CAS: 855839-37-1
• 化学式: C₉H₁₁NO₄
• 分子量: 197.191
• InChiKey: FTVBULCXIBJLDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Nitro-3-hydroxy-1-isopropyloxy-benzol 在 sodium dithionite 作用下， 以 水 为溶剂， 反应 1.5h， 生成 2-Amino-5-isopropoxy-phenol
  参考文献：
  名称：

  Structure-activity relationships of benzoxazolinones with respect to auxin-induced growth and auxin-binding protein

  摘要：

  The structure-activity relationships of the naturally occurring auxin-inhibiting substance, 6-methoxy-2-benzoxazolinone, isolated from maize shoots, and its artificial analogues with respect to auxin activity and membrane-bound auxin-binding protein, were studied. 6-Isobutoxy-2-benzoxazolinone strongly inhibited auxin (1-naphthylacetic acid, NAA)-induced growth of etiolated maize coleoptile segments. 6-Isopropoxy-2-benzoxazolinone, 6-ethoxy-2-benzoxazolinone and 6-methoxy-2-benzoxazolinone showed significant inhibitory activity. However, 2-benzoxazolinone and 6-benzyloxy-2-benzoxazolinone did not inhibit auxin-induced growth. On the basis of these data, it seemed reasonable to assume that the auxin-inhibitory activity was enhanced by increasing the side chain length at position C-6 on the 2-benzoxazolinone, although the attachment of a ring at C-6 destroyed activity. Competition by benzoxazolinones with an alkoxy group at C-6 with H-3-NAA at auxin-binding protein(s) isolated from endoplasmic reticulum (ER) membrane of maize shoots showed a positive correlation with their physiological effects. However, since the inhibitory activity of the benzoxazolinones for auxin-receptor(s) binding was small compared with their physiological activity, the benzoxazolinones may contribute to inhibition of auxin-induced growth through interference with other auxin-receptors.

  DOI：

  10.1016/0031-9422(94)85050-x
• 作为产物：
  描述：

  2-Chlor-4-isopropoxy-nitrobenzol 在 ammonium hydroxide 作用下， 生成 4-Nitro-3-hydroxy-1-isopropyloxy-benzol
  参考文献：
  名称：

  112.酚的亚硝化。第XIV部分。间苯二酚异丙醚

  摘要：

  DOI：

  10.1039/jr9320000869

文献信息

• Nitro-Group–Directed Selective Dealkylation
  作者：Xiujie Ji、Bowen Cheng、Jun Song、Chao Liu、Yufei Wang

  DOI：10.1080/00397910802633439

  日期：2009.5.7

  Abstract Nitro-substituted phenolic ethers were successfully selectively dealkylated. The directing effect of the nitro group is supported by the excellent regioselectivities and good yields. These reactions demonstrate that the complexation of AlCl3 with the phenolic nitro group is stronger than with the phenolic ether alone. The mechanism for the selective dealkylation directed by the nitro group

  摘要 硝基取代酚醚被成功地选择性脱烷基。出色的区域选择性和良好的产率支持了硝基的导向作用。这些反应表明，AlCl3 与酚硝基的络合比单独与酚醚的络合更强。提出了由硝基引导的选择性脱烷基化机制。
• KOHSAKA, HIDEO;OGURI, YUKIO;SASAKI, MITSURU;MUKAI, KUNIO, J. PESTIC. SCI., 13,(1988) N 2, 277-281
  作者：KOHSAKA, HIDEO、OGURI, YUKIO、SASAKI, MITSURU、MUKAI, KUNIO

  DOI：——

  日期：——