N,N'-Octamethylenedibenzamide | 32038-98-5

• 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'-Octamethylenedibenzamide
• 英文别名: N,N'-octanediyl-bis-benzamide；N,N'-Octandiyl-bis-benzamid；1.8-Bis-benzamino-octan；α.λ-Bis-benzamino-octan；N.N'-Dibenzoyl-oktamethylendiamin；N,N'-Dibenzoyl-1.8-diamino-octan；N-(8-benzamidooctyl)benzamide
• CAS: 32038-98-5
• 化学式: C₂₂H₂₈N₂O₂
• 分子量: 352.477
• InChiKey: VZOBEKIDBCXHAH-UHFFFAOYSA-N

物化性质

• 熔点：
  173.0 °C
• 沸点：
  618.9±38.0 °C(Predicted)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-Octamethylenedibenzamide 在 五溴化磷 作用下， 生成 1,8-二溴辛烷
  参考文献：
  名称：

  Mueller; Kindlmann, Chemische Berichte, 1941, vol. 74, p. 416,419

  摘要：

  DOI：
• 作为产物：
  描述：

  1,8-辛二胺 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 N,N'-Octamethylenedibenzamide
  参考文献：
  名称：

  Synthesis of 1,3-diazacyclanes by the benzoylation of bis-schiffs bases

  摘要：

  DOI：

  10.1007/bf00950151

文献信息

• Dynamic protection of amines using 18-crown-6
  作者：Anthony G. M. Barrett、J. Carlos A. Lana、Shahrzad Tograie

  DOI：10.1039/c39800000300

  日期：——

  The regioselectivity of diamine monoacylation has been controlled by selective complexation with 18-crown-6 and a proton source.

  二胺单酰化的区域选择性已通过与18冠6和质子源的选择性络合来控制。
• Rubber composition
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0470776A1

  公开（公告）日：1992-02-12

  A rubber composition comprising a rubber, a filler and a diamide compound represented by the formula: wherein X is hydrogen, alkyl of 1 to 18 carbon atoms, alkoxy of 1 to 18 carbon atoms, alkanoyl of 2 to 19 total carbon atoms, amino, nitro, cyano, hydroxy, carboxy or halogen, and n is an integer of 2 to 12. This rubber composition is increased in its loss factor and is useful for tires and rubber vibration isolators. For example, the resulting tires prepared from the rubber composition are improved in their gripping performance.

  一种橡胶组合物，由橡胶、填料和二酰胺化合物组成，二酰胺化合物由式表示： 其中 X 是氢、1 至 18 个碳原子的烷基、1 至 18 个碳原子的烷氧基、2 至 19 个碳原子的烷酰基、氨基、硝基、氰基、羟基、羧基或卤素，n 是 2 至 12 的整数。这种橡胶组合物的损耗因子增加，适用于轮胎和橡胶隔振器。例如，用该橡胶组合物制备的轮胎可提高抓地性能。
• Variable NMR Spin−Lattice Relaxation Times in Secondary Amides:  Effect of Ramachandran Angles on Librational Dynamics
  作者：John C. Williams、Ann E. McDermott

  DOI：10.1021/jp971068c

  日期：1998.8.1

  Deuterium NMR spin-lattice relaxation times (T-1Z) of N-deuterated microcrystalline secondary amides vary from less than 1 s to more than 500 s at room temperature. The main motion effecting relaxation is an out-of-plane libration of the amide, as indicated by temperature-dependent line shapes and anisotropic relaxation spectra. Over 25 amides were measured; they vary with respect to side chain sterics, hydrogen bond lengths, hydrogen bond geometry, and crystal packing, The temperature-dependent deuterium line shape and anisotropic relaxation rates indicate an out-of-plane angular deflection of approximately 10 degrees; the angle is probably similar for the rapidly and slowly relaxing amides, while the apparent time constant for the motion probably varies dramatically. Deuterons in methylene groups on both sides of the amide group for caprylolactam and caprolactam also indicate an out-of-plane libration with relaxation rates faster than that of the amide deuteron, probably because the angular extent of the distortion is greater for the flanking alpha-deuteron than for the amide deuteron. Carbon relaxation measurements on lauryllactam indicate that the whole molecule librates to a comparable extent. Temperature-dependent relaxation rates for caprylolactam and caprolactam showed non-Arrhenius monotonic increases in the relaxation rates with increasing temperature, as expected for libration dynamics; furthermore the quadrupolar relaxation measurements support the assumption that the dominant spectral density contribution is above the Larmor frequency (i.e. T-1Q is longer than T-1Z). In aggregate, the data indicate that the motion effecting amide relaxation is a low-amplitude libration involving the entire molecule. Previous work on the librations of amides suggested that these librations are pronounced on the NMR time scale when the substance is near a phase transition; we report here that there is additionally a relation between the extent of libration and the structure. Comparison of the relaxation times to structures indicates that only amides with flanking alkyl groups on both sides (larger than a methyl group) exhibit extensive libration; furthermore only those amides with both flanking dihedral angles, phi C2C1-NC(=O)} and psi N(O=)C-C1'C-2'}, near -60 degrees (similar to+/-40 degrees) have fast spin-lattice relaxation. On the other hand, correlation between the deuterium relaxation times and hydrogen bond length nor geometry nor crystal packing was observed. Variation in the electronic structures of the conjugated amide groups was indirectly probed by measuring the chemical shift anisotropy of the amide carbonyl carbon, the deuterium quadrupolar coupling constant, and vibrational frequencies. These parameters did not vary dramatically, indicating that the electronic structure is not strongly variable; the modest variation did not correlate with deuterium relaxation rates. The chemical shift tensor elements were delta(11) = 91.4 +/- 5, delta(22) = 185 +/- 8, and delta(33) = 245 +/- 3 ppm, the quadrupolar coupling constant and its anisotropy were 203 +/- 10 kHz and 0.15 +/- 0,02, the NH stretch frequency was 3300 +/- 42 cm(-1), and the carbonyl stretch frequency was 1644 +/- 25 cm(-1). We suggest a model in which the shape of the local potential associated with flanking alkyl groups leads to "overdamping" of the amide Librational mode and generates slower (nanosecond) components in the vibrational frequency spectrum.
• Kumagai et al., Scientific Papers of the Institute of Physical and Chemical Research (Japan), vol. 9, p. 271
  作者：Kumagai et al.

  DOI：——

  日期：——
• v.Braun; Deutsch, Chemische Berichte, 1913, vol. 46, p. 230
  作者：v.Braun、Deutsch

  DOI：——

  日期：——