4-bromophenyl 4-nitrobenzoate | 36718-65-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-bromophenyl 4-nitrobenzoate
• 英文别名: (p-Brom-phenyl)-p-nitro-benzoat；(4-bromophenyl) 4-nitrobenzoate
• CAS: 36718-65-7
• 化学式: C₁₃H₈BrNO₄
• mdl: MFCD00622941
• 分子量: 322.115
• InChiKey: PCSBEINDFQJBPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-硝基-苯甲酸 苯基酯 在 溴 作用下， 生成 4-bromophenyl 4-nitrobenzoate
  参考文献：
  名称：

  Jadhav; Rangwala, Proceedings - Indian Academy of Sciences, Section A, 1935, vol. 1, p. 616,618

  摘要：

  DOI：

文献信息

• Sodium cyanide‐promoted copper‐catalysed aerobic oxidative synthesis of esters from aldehydes
  作者：Najmeh Nowrouzi、Mohammad Abbasi、Maryam Bagheri

  DOI：10.1002/aoc.3766

  日期：2017.11

  A simple and efficient copper‐catalysed procedure for oxidative esterification of aldehydes with alcohols and phenols mediated by sodium cyanide, using air as a clean oxidant, is described. A variety of aromatic aldehydes and structurally different alcohols and phenols reacted efficiently, and the product esters were obtained in good to excellent yields under normal atmospheric and solvent‐free conditions

  描述了一种简单有效的铜催化方法，该方法使用空气作为清洁氧化剂，通过氰化钠介导的醛与醇和酚的氧化酯化反应。各种芳族醛以及结构上不同的醇和酚都能有效地反应，在正常的大气压和无溶剂条件下，所获得的产物酯的收率好至极好。
• Evidence of Substituent-Induced Electronic Interplay. Effect of the Remote Aromatic Ring Substituent of Phenyl Benzoates on the Sensitivity of the Carbonyl Unit to Electronic Effects of Phenyl or Benzoyl Ring Substituents
  作者：Helmi Neuvonen、Kari Neuvonen、Paavo Pasanen

  DOI：10.1021/jo035521u

  日期：2004.5.1

  Carbonyl carbon 13C NMR chemical shifts δC(CO) measured in this work for a wide set of substituted phenyl benzoates p-Y-C6H4CO2C6H4-p-X (X = NO2, CN, Cl, Br, H, Me, or MeO; Y = NO2, Cl, H, Me, MeO, or NMe2 ) have been used as a tool to study substituent effects on the carbonyl unit. The goal of the work was to study the cross-interaction between X and Y in that respect. Both the phenyl substituents

  羰基碳13个C NMR化学位移δ Ç（C O）在这项工作中测量了一系列广泛取代的苯基甲酸酯的p -YC 6 ħ 4 CO 2 C ^ 6 ħ 4 - p -X（X = NO 2，CN，氯，Br，H，Me或MeO； Y = NO 2，Cl，H，Me，MeO或NMe 2）已用作研究取代基对羰基单元影响的工具。这项工作的目的是研究X和Y在这方面的交互作用。两个苯基取代基X和取代基苯甲酰Y具有上δ反向效应Ç（CO）。吸电子的取代基引起屏蔽，而给电子的取代基具有相反的影响，电感和共振效应都很大。X和Y之间交叉相互作用的存在可以清楚地证实。远程芳族环取代基的电子效应系统地改变了C O基团对苯基或苯甲酰基环取代基的电子效应的敏感性。吸电子在一个环取代基降低δ的灵敏度Ç（CO）取代另一个环，而供电子取代基反过来影响灵敏度。建议的结果可以用不同共振结构的贡献的取代基敏感平衡来解释（电子离域，方案1）。
• Bumagin, N. A.; Nikitin, K. V.; Andryukhova, N. P., Doklady Chemistry, 1991, vol. 318, # 4-6, p. 155 - 159
  作者：Bumagin, N. A.、Nikitin, K. V.、Andryukhova, N. P.、Beletskaya, I. P.

  DOI：——

  日期：——
• Yasinskii,O.A. et al., Journal of general chemistry of the USSR, 1977, vol. 47, p. 194 - 198
  作者：Yasinskii,O.A. et al.

  DOI：——

  日期：——
• Crystal Engineering of Hand-Twisted Helical Crystals
  作者：Subhankar Saha、Gautam R. Desiraju

  DOI：10.1021/jacs.6b11835

  日期：2017.2.8

  A strategy is outlined for the design of hand-twisted helical crystals. The starting point in the exercise is the one-dimensional (1D) plastic crystal, 1,4-dibromobenzene, which is then changed to a 1D elastic crystal, exemplified by 4-bromophenyl 4'-chlorobenzoate, by introduction of a molecular synthon-O-CO- in lieu of the supramolecular synthon Br center dot center dot center dot Br in the precursor. The 1D elastic crystals are next modified to two-dimensional (2D) elastic crystals, of the type 4-bromophenyl 4'-nitrobenzoate where the halogen bonding and C-H center dot center dot center dot O hydrogen bonding are well-matched. Finally, varying the interaction strengths in these 2D elastic crystals gives plastic crystals with two pairs of bendable faces but without slip planes. Typical examples are 4-chlorophenyl and 4-bromophenyl 4'-nitrobenzoate. This type of 2D plasticity represents a new type of bendable crystals in which plastic behavior is seen with a fair degree of isotropic character in the crystal packing. The presence of two sets of bendable faces, generally orthogonal to each other, allows for the possibility of hand-twisting of the crystals to give grossly helical morphologies. Accordingly, we propose the name hand-twisted helical crystals for these substances.