5-[3-(1,3-Benzodioxol-5-yl)-2-nitropropyl]-1,3-benzodioxole | 156775-31-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-[3-(1,3-Benzodioxol-5-yl)-2-nitropropyl]-1,3-benzodioxole
• CAS: 156775-31-4
• 化学式: C₁₇H₁₅NO₆
• 分子量: 329.309
• InChiKey: HPWGCCVPIWCUQV-UHFFFAOYSA-N

物化性质

• 沸点：
  496.0±34.0 °C(predicted)
• 密度：
  1.401±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-[3-(1,3-Benzodioxol-5-yl)-2-nitropropyl]-1,3-benzodioxole 在 chromium dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以40%的产率得到1,3-bis(3,4-methylenedioxyphenyl)-2-propanone
  参考文献：
  名称：

  Synthesis, Chemical Transformation and Antimicrobial Activity of a Novel Class of Nitroolefins: 1,3-Diaryl-2-nitroprop-1-enes

  摘要：

  synthesis of novel, biologically active 1,3-diaryl-2-nitroprop-1-enes (4) is reported. The synthesis involves condensation between aromatic aldehydes (1) and beta-aryl nitroethanes (3). The chemical transformation of the nitro group in diaryl nitropropenes to a carbonyl function has resulted in a new route to the synthesis of an alpha-hydroxy analog (7c) of a naturally occurring 3, 3'. 4, 4'-tetramethoxy chalcone. The antimicrobial activity of the 1, 3-diaryl-2-nitroprop-1-enes (4a-j) was tested against three gram positive bacteria, two gram negative bacteria and two fungi. These compounds exhibited broad spectrum and microbial activity.

  DOI：

  10.1080/00397919408011304
• 作为产物：
  描述：

  5-(2-nitroethyl)benzo[1,3]dioxole 在 potassium fluoride 、 sodium tetrahydroborate 、 盐酸二甲胺 、 silica gel 作用下， 以 氯仿 、 异丙醇 、 甲苯 为溶剂， 反应 0.25h， 生成 5-[3-(1,3-Benzodioxol-5-yl)-2-nitropropyl]-1,3-benzodioxole
  参考文献：
  名称：

  Synthesis, Chemical Transformation and Antimicrobial Activity of a Novel Class of Nitroolefins: 1,3-Diaryl-2-nitroprop-1-enes

  摘要：

  synthesis of novel, biologically active 1,3-diaryl-2-nitroprop-1-enes (4) is reported. The synthesis involves condensation between aromatic aldehydes (1) and beta-aryl nitroethanes (3). The chemical transformation of the nitro group in diaryl nitropropenes to a carbonyl function has resulted in a new route to the synthesis of an alpha-hydroxy analog (7c) of a naturally occurring 3, 3'. 4, 4'-tetramethoxy chalcone. The antimicrobial activity of the 1, 3-diaryl-2-nitroprop-1-enes (4a-j) was tested against three gram positive bacteria, two gram negative bacteria and two fungi. These compounds exhibited broad spectrum and microbial activity.

  DOI：

  10.1080/00397919408011304

文献信息

• Kodukulla Ram Prasad K., Trivedi Girish K., Vora J D., Mathur Hari H., Synth. Commun, 24 (1994) N 6, S 819-832
  作者：Kodukulla Ram Prasad K., Trivedi Girish K., Vora J D., Mathur Hari H.

  DOI：——

  日期：——
• Synthesis, Chemical Transformation and Antimicrobial Activity of a Novel Class of Nitroolefins: 1,3-Diaryl-2-nitroprop-1-enes
  作者：Ram Prasad K. Kodukulla、Girish K. Trivedi、Jyoti D. Vora、Hari H. Mathur

  DOI：10.1080/00397919408011304

  日期：1994.3

  synthesis of novel, biologically active 1,3-diaryl-2-nitroprop-1-enes (4) is reported. The synthesis involves condensation between aromatic aldehydes (1) and beta-aryl nitroethanes (3). The chemical transformation of the nitro group in diaryl nitropropenes to a carbonyl function has resulted in a new route to the synthesis of an alpha-hydroxy analog (7c) of a naturally occurring 3, 3'. 4, 4'-tetramethoxy chalcone. The antimicrobial activity of the 1, 3-diaryl-2-nitroprop-1-enes (4a-j) was tested against three gram positive bacteria, two gram negative bacteria and two fungi. These compounds exhibited broad spectrum and microbial activity.