N,N'-bis(2,4-dinitrophenyl)octane-1,8-diamine | 21653-94-1

• 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: N,N'-bis(2,4-dinitrophenyl)octane-1,8-diamine
• CAS: 21653-94-1
• 化学式: C₂₀H₂₄N₆O₈
• 分子量: 476.446
• InChiKey: ZWHWOPMUJCIDFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  207
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1,8-辛二胺 、 2,4-二硝基氟苯 以 二氯甲烷 为溶剂， 生成 N,N'-bis(2,4-dinitrophenyl)octane-1,8-diamine
  参考文献：
  名称：

  Chromatographic approach to the measurement of the interstrand distance for some chiral bonded phases

  摘要：

  A series of homologus N,N'-bis(d,2-dinitrophenyl)-alpha,omega-diaminoalkanes (bis-DNP's) was chromatographed at various temperatures on pi-basic chiral stationary phases derived from N-(2-napthyl)alanine in order to determine the enthalpy and entropy of adsorption. The number of methylene groups in the bis-DNP's influences the ability of the terminal pi-acidic groups to interact simultaneously with neighboring strands of stationary phase, a process termed "bridging". When the number of methylene groups is optimal for bridging, the enthalpy of adsorption is most exothermic. The length of the bis-derivative required for optimal bridging is related to the interstrand distance. Optimal bridging occurs for the bis-DNP's having five methylene groups regardless of the extent of surface coverage of the silica for the surface coverage range investigated. This suggests that the strands are not randomly spaced on the silica, with interstrand distance being influenced only by surface coverage, but are instead clustered, the clusters having similar distributions of interstrand distances. Adsorption is more exothermic for phases of high surface coverages than for low. If interstrand spacing is independent of surface coverage but surface coverage affects the enthalpy of adsorption, t hen surface coverage must influence the cluster size, which then influences the average extent of solvation of a strand of bonded phase.

  DOI：

  10.1021/ac00001a003

文献信息

• 4,6-Dinitro-<i>N</i>,<i>N</i>′-di-<i>n</i>-octylbenzene-1,3-diamine, 4,6-dinitro-<i>N</i>,<i>N</i>′-di-<i>n</i>-undecylbenzene-1,3-diamine and<i>N</i>,<i>N</i>′-bis(2,4-dinitrophenyl)octane-1,8-diamine
  作者：Gary Teng、Christopher P. Walczak、Philip J. Squattrito、Dillip K. Mohanty、William Scharer、Mark R. Giolando、Kristin Kirschbaum

  DOI：10.1107/s0108270109001619

  日期：2009.2.15

  4,6-Dinitro-N,N'-di-n-octylbenzene-1,3-diamine, C22H38N4O4, (I), 4,6-dinitro-N, N'-di-n-undecylbenzene-1,3-diamine, C28H50N4O4, (II), and N, N'-bis(2,4-dinitrophenyl)octane-1,8-diamine, C20H24N6O8, (III), are the first synthetic meta-dinitroarenes functionalized with long-chain aliphatic amine groups to be structurally characterized. The intra-and intermolecular interactions in these model compounds provide information that can be used to help understand the physical properties of corresponding polymers with similar functionalities. Compounds (I) and (II) possess near-mirror symmetry, with the octyl and undecyl chains adopting fully extended anti conformations in the same direction with respect to the ring. Compound (III) rests on a center of inversion that occupies the mid-point of the central C-C bond of the octyl chain. The middle six C atoms of the chain form an anti arrangement, while the remaining two C atoms take hard turns almost perpendicular to the rest of the chain. All three molecules display intramolecular N-H center dot center dot center dot O hydrogen bonds between the amine and nitro groups, with the same NH group forming a bifurcated intermolecular hydrogen bond to the nitro O atom of an adjacent molecule. In each case, these interactions link the molecules into one-dimensional molecular chains. In (I) and (II), these chains pack so that the pendant alkyl groups are interleaved parallel to one another, maximizing non-bonded C-H contacts. In (III), the alkyl groups are more isolated within the molecular chains and the primary non-bonded contacts between the chains appear to involve the nitro groups not involved in the hydrogen bonding.
• Chromatographic approach to the measurement of the interstrand distance for some chiral bonded phases
  作者：William H. Pirkle、Robin S. Readnour

  DOI：10.1021/ac00001a003

  日期：1991.1.1

  A series of homologus N,N'-bis(d,2-dinitrophenyl)-alpha,omega-diaminoalkanes (bis-DNP's) was chromatographed at various temperatures on pi-basic chiral stationary phases derived from N-(2-napthyl)alanine in order to determine the enthalpy and entropy of adsorption. The number of methylene groups in the bis-DNP's influences the ability of the terminal pi-acidic groups to interact simultaneously with neighboring strands of stationary phase, a process termed "bridging". When the number of methylene groups is optimal for bridging, the enthalpy of adsorption is most exothermic. The length of the bis-derivative required for optimal bridging is related to the interstrand distance. Optimal bridging occurs for the bis-DNP's having five methylene groups regardless of the extent of surface coverage of the silica for the surface coverage range investigated. This suggests that the strands are not randomly spaced on the silica, with interstrand distance being influenced only by surface coverage, but are instead clustered, the clusters having similar distributions of interstrand distances. Adsorption is more exothermic for phases of high surface coverages than for low. If interstrand spacing is independent of surface coverage but surface coverage affects the enthalpy of adsorption, t hen surface coverage must influence the cluster size, which then influences the average extent of solvation of a strand of bonded phase.