1-硝基-4-(1-硝基丙基)苯 | 126661-13-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-硝基-4-(1-硝基丙基)苯
• 英文名称: 1-(4-nitrophenyl)-1-nitropropane
• 英文别名: 1-Nitro-4-(1-nitropropyl)benzene
• CAS: 126661-13-0
• 化学式: C₉H₁₀N₂O₄
• 分子量: 210.189
• InChiKey: VLMYGZZWXFYHEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 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：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-硝基-4-(1-硝基丙基)苯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Galezowski, Wlodzimierz; Jarczewski, Arnold, Journal of the Chemical Society. Perkin transactions II, 1989, p. 1647 - 1656

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(4-硝基苯基)-1-丙酮 在 吡啶 、 disodium hydrogenphosphate 、 三氟过氧乙酸 、 盐酸羟胺 、 尿素 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 1.75h， 生成 1-硝基-4-(1-硝基丙基)苯
  参考文献：
  名称：

  Galezowski, Wlodzimierz; Jarczewski, Arnold, Journal of the Chemical Society. Perkin transactions II, 1989, p. 1647 - 1656

  摘要：

  DOI：

文献信息

• Galezowski, Wlodzimierz; Grzeskowiak, Iwona; Jarczewski, Arnold, Journal of the Chemical Society. Perkin Transactions 2 (2001), 1998, # 7, p. 1607 - 1611
  作者：Galezowski, Wlodzimierz、Grzeskowiak, Iwona、Jarczewski, Arnold

  DOI：——

  日期：——
• Kinetic study of the reactions of various types of C-acids with amine bases in acetonitrile. An unusual effect of common BH<sup>+</sup> cation on the rate constants
  作者：Wlodzimierz Galezowski、Iwona Grzeskowiak、Arnold Jarczewski

  DOI：10.1139/cjc-77-5-6-1042

  日期：——

  The rates of proton transfer reactions between C-acids of different types such as 1-(4-nitrophenyl)-1-nitroalkanes, 4-nitrophenylcyanomethanes, and 2,4,6-trinitrotoluene, and organic bases such as 1,1,3,3-tetrametylguanidine, 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), and tri-n-butylamine have been measured in acetonitrile at pseudo-first-order conditions. A general equation for the rates of proton transfer reactions between C-acids and bases with product existing in two forms, ions and ion pairs, has been derived and its applicability tested. The equation works well except for reactions of 1-(4-nitrophenyl)-1-nitroalkanes with guanidines for which the second-order rate constant is diminished with concentration of guanidinium cation, while tetrabutylammonium salts accelerate the reactions. Possible reasons for this are discussed.
• Wislocka; Nowak; Jarczewski, Polish Journal of Chemistry, 2006, vol. 80, # 12, p. 2017 - 2029
  作者：Wislocka、Nowak、Jarczewski

  DOI：——

  日期：——
• Kinetic study of the proton transfer reaction between 1-nitro-1-(4-nitrophenyl)alkanes and P1-t-Bu phosphazene base in THF solvent
  作者：Żaneta Wisłocka、Iwona Nowak、Arnold Jarczewski

  DOI：10.1016/j.molstruc.2005.11.031

  日期：2006.5

  The rates of proton transfer reactions between C-acids of the series of nitroalkanes with increasing bulk of R = H, Me, Et, i-Pr substituents as 4-nitro-phenylnitromethane (1), 1-(4-nitrophenyl)-1-nitroethane (2), 1-(4-nitrophenyl)-1-nitropropane (3), 2-methyl-1-(4-nitrophenyl)-1-nitropropane (4) and the P-1-t-Bu phosphazene have been measured in THF at pseudo-first-order conditions. The product of the proton transfer reaction with P-1-t-Bu is associated into ion pair. The equilibrium constants decrease along with growing bulk of alkyl substituent in the reacting C-acid: > 100 000, 1170, 590, and 11.8 for 1, 2, 3, 4, respectively. The second order rate constants (k(2H)) for this very strong base and C-acids are rapidly declining: 9357, 2.31, 0.66, 0.09 dm(3) Mol(-1) s(-1) for 1, 2, 3, 4, respectively, and could not be accounted for the small values of the enthalpies of activation Delta H-H(not equal) = 6.1, 18.0, 20.7 and 11.1 kJ mol(-1). The appropriate values of the entropies of activation were all negative and relatively large Delta S-H(not equal) = -149.7, -176.5, -178.7, -227.8 J mol(-1) deg(-1) indicating an importance of steric and ordering effects in forming the transition state. The primary deuterium kinetic isotope effects are large showing tendency of reverse relation towards steric hindrance of the reacting C-acids, k(H)/k(D) = 15.8, 13.6, 13.2 for 1, 2, and 3, respectively. The explanation of the unusual slow proton transfer abstraction caused by this extremely strong base is undertaken. (c) 2005 Elsevier B.V. All rights reserved.
• Galezowski, Wlodzimierz; Jarczewski, Arnold, Canadian Journal of Chemistry, 1990, vol. 68, # 12, p. 2242 - 2248
  作者：Galezowski, Wlodzimierz、Jarczewski, Arnold

  DOI：——

  日期：——