1-(4-甲氧基苯基)-2-(2-硝基苯基)乙醇 | 16764-19-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(4-甲氧基苯基)-2-(2-硝基苯基)乙醇
• 英文名称: 1-(4-methoxyphenyl)-2-(2-nitrophenyl)ethanol
• 英文别名: I+/--(4-Methoxyphenyl)-2-nitrobenzeneethanol
• CAS: 16764-19-5
• 化学式: C₁₅H₁₅NO₄
• 分子量: 273.288
• InChiKey: UOIYIXIGEVVHLE-UHFFFAOYSA-N

物化性质

• 熔点：
  89.2-90.8 °C
• 沸点：
  418.1±40.0 °C(Predicted)
• 密度：
  1.259±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  1-(4-甲氧基苯基)-2-(2-硝基苯基)乙醇 在 二氢吡啶 、 palladium 10% on activated carbon 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 10.0h， 生成 2-(4-甲氧基苯基)-1H-吲哚
  参考文献：
  名称：

  钯催化Hantzsch酯合成2-取代吲哚

  摘要：

  An efficient reductive cyclization of o-nitrobenzyl ketone compounds was achieved by using a Hantzsch 1,4-dihydropyridine ester as a biomimetic reducing agent in the presence of catalytic palladium on carbon. 2-Substituted indoles were obtained in good yields. Investigation of the mechanism suggests that palladium hydride promotes the reduction of nitro group, and acetic acid was beneficial for the loss of water to produce the intended product. This reaction system can not only broaden the use of Hantzsch 1,4-dihydropyridine ester, but it also provides a novel approach for preparing indole compounds.

  DOI：

  10.3987/com-18-14022
• 作为产物：
  描述：

  1-(4-methoxyphenyl)-2-(2-nitrophenyl)ethan-1-one 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 以94%的产率得到1-(4-甲氧基苯基)-2-(2-硝基苯基)乙醇
  参考文献：
  名称：

  Antifungal agents. 5. Chloro and amino derivatives of 1,2-diaryl-1-(1H-imidazol-1-yl)ethane with potent antifungal activities

  摘要：

  Various derivatives of 1,2-diaryl-1-(1H-imidazol-1-yl)ethane have been synthesized and tested against Candida albicans and Candida spp. In vitro essays showed chloro and amino derivatives to be as active as miconazole and bifonazole and more potent than ketoconazole. Structure-activity relationships of the new imidazole antifungal agents are discussed.

  DOI：

  10.1016/0223-5234(93)90031-9

文献信息

• An Improved Synthesis of 1,2-Diarylethanols under Conventional Heating and Ultrasound Irradiation
  作者：Dong-Mei Gao、Wei-Li Ma、Tian-Rui Li、Liang-Zhu Huang、Zhen-Ting Du

  DOI：10.3390/molecules170910708

  日期：——

  A simple and efficient synthesis of 1,2-diarylethanols has been developed. The procedure involved the reaction between a variety of toluene derivatives and aryl aldehydes under conventional heating and ultrasound irradiation. This procedure possesses several advantages such as operational simplicity, high yield, safety and environment benignancy. Ultrasound was proved to be very helpful to the reaction

  已开发出一种简单有效的 1,2-二芳基乙醇合成方法。该过程涉及在常规加热和超声照射下，各种甲苯衍生物与芳基醛之间的反应。该方法具有操作简单、产量高、安全和环境友好等优点。超声被证明对反应非常有帮助，显着提高了产率和反应速率。
• Bakke,J., Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 1967 - 1968
  作者：Bakke,J.

  DOI：——

  日期：——
• Antifungal agents. 5. Chloro and amino derivatives of 1,2-diaryl-1-(1H-imidazol-1-yl)ethane with potent antifungal activities
  作者：M Artico、S Massa、R Di Santo、R Costi、A Retico、G Apuzzo、N Simonetti

  DOI：10.1016/0223-5234(93)90031-9

  日期：1993.1

  Various derivatives of 1,2-diaryl-1-(1H-imidazol-1-yl)ethane have been synthesized and tested against Candida albicans and Candida spp. In vitro essays showed chloro and amino derivatives to be as active as miconazole and bifonazole and more potent than ketoconazole. Structure-activity relationships of the new imidazole antifungal agents are discussed.
• Synthesis of 2-Substituted Indole with Hantzsch Ester Catalyzed by Palladium
  作者：Ruiguang Xing、Yanan Li、Bo Wang

  DOI：10.3987/com-18-14022

  日期：——

  An efficient reductive cyclization of o-nitrobenzyl ketone compounds was achieved by using a Hantzsch 1,4-dihydropyridine ester as a biomimetic reducing agent in the presence of catalytic palladium on carbon. 2-Substituted indoles were obtained in good yields. Investigation of the mechanism suggests that palladium hydride promotes the reduction of nitro group, and acetic acid was beneficial for the loss of water to produce the intended product. This reaction system can not only broaden the use of Hantzsch 1,4-dihydropyridine ester, but it also provides a novel approach for preparing indole compounds.