N-undecyl-undecanamide | 544689-62-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-undecyl-undecanamide
• 英文别名: Undecanoic acid, undecylamide；N-undecylundecanamide
• CAS: 544689-62-5
• 化学式: C₂₂H₄₅NO
• 分子量: 339.605
• InChiKey: GQHRNMBQZYGJAX-UHFFFAOYSA-N

物化性质

• 熔点：
  73.9-74.7 °C
• 沸点：
  392.9±10.0 °C(Predicted)
• 密度：
  0.854±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  24
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-undecyl-undecanamide 在 lithium aluminium tetrahydride 、 甲酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 9.0h， 生成 4-(2-Carboxyethyl)-4-[di(undecyl)carbamoylamino]heptanedioic acid
  参考文献：
  名称：

  Synthesis and antimicrobial activity of symmetrical two-tailed dendritic tricarboxylato amphiphiles

  摘要：

  Two series of water-soluble, symmetrical two-tailed homologous dendritic amphiphiles-R2NCONHC((CH2)(2)COOH)(3), 2(n,n), and R2CHNHCONHC((CH2))(2)COOH)(3), 3(n,n), where R = n-CnH2n+1-were synthesized and compared to R"NHCONHC((CH2)(2)CoOH)(3), 1(n), R" = n-CnH2n+1, to determine whether antimicrobial activity was influenced by total or individual alkyl chain lengths, and whether antimicrobial activity depends on hydrophobicity or tail topology (one or two). In a broad screen of 11 microorganisms, 2(n,n) and 3(n,n) generally displayed higher minimal inhibitory concentrations (MICs) than I(n) against growth as measured by broth microdilution assays. Chain-length specificity was observed against Candida albicans as 1(16), 2(8,8), and 3(8,8) showed the lowest MIC in their respective series. The one case where two-tailed compounds displayed the lowest MICs-3(10,10), 15 mu M; 3(11,11), 7.2 mu M; and 3(12,12), 6.9 mu M-was against Cryptococcus neoformans. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.03.017
• 作为产物：
  描述：

  正十一胺 、 十一烷酰氯 以 苯 为溶剂， 反应 1.0h， 生成 N-undecyl-undecanamide
  参考文献：
  名称：

  Nematicidal activity of N-substituted and N,N-disubstituted alkylamines against the pine wood nematode, Bursaphelenchus xylophilus.

  摘要：

  在随机筛选对松木线虫（Bursaphelenchus xylophilus）具有灭虫作用的化合物时，通过浸泡测试检测了一系列N-烷基和N,N-二烷基油酸胺、二烷基胺及其相关化合物。经过测试，二十二烷胺被确定为最具潜力的灭虫化合物（LC50；4.19μM，1.24ppm）。在总共23种烷基胺中，包括油酸胺在内的六种N-和N,N-二烷基油酸胺，以及三种二烷基胺在浓度基础上表现出比十八烷胺（LC50；8.61μM，2.08ppm）更高的活性。总共有9种测试化合物在摩尔基础上显示出比十八烷胺更高的活性。

  DOI：

  10.1271/bbb1961.47.53

文献信息

• One-pot reductive amination of carboxylic acids: a sustainable method for primary amine synthesis
  作者：Robin Coeck、Dirk E. De Vos

  DOI：10.1039/d0gc01441a

  日期：——

  carboxylic acids is a very green, efficient and sustainable method for the production of (bio-based) amines. However, with current technology, this reaction requires two to three reaction steps. Here, we report the first (heterogeneous) catalytic system for the one-pot reductive amination of carboxylic acids to amines, with solely H2 and NH3 as the reactants. This reaction can be performed with relatively cheap

  羧酸的还原胺化是一种非常绿色，高效和可持续的生产（生物基）胺的方法。但是，使用当前技术，该反应需要两到三个反应步骤。在这里，我们报道了第一个（非均相）催化体系，用于仅用H 2和NH 3作反应物将羧酸单胺还原胺化。该反应可以使用相对便宜的钌-钨双金属催化剂在绿色和良性溶剂环戊基甲基醚（CPME）中进行。在高转化率下，伯胺的选择性可达99％。另外，该催化剂是可回收的并且对常见杂质如水和阳离子（例如羧酸钠）具有耐受性。
• 潜热蓄热材料、潜热蓄热体、电子设备以及蓄电设备
  申请人：K-材料研究室股份有限公司

  公开号：CN115141102A

  公开（公告）日：2022-10-04

  本申请公开了一种潜热蓄热材料、潜热蓄热体、电子设备以及蓄电设备。具体地，公开了一种潜热蓄热材料，该潜热蓄热材料含有由下述化学式(I)表示的化合物。在化学式(I)中，关于n和m，在n＝m的情况下，n表示奇数，在n≠m的情况下，n和m分别独立地表示6～24的整数。X‑表示阴离子。CnH2n+1(CmH2m+1)N+H2X‑(I)。
• Structural Changes in Phase Transitions of Nylon Model Compounds. 1. Transition Behavior of Model Compounds of R-NHCO-R‘ Type
  作者：Yayoi Yoshioka、Kohji Tashiro

  DOI：10.1021/jp0224160

  日期：2003.10.1

  To clarify the essential features of Brill transition of aliphatic nylons, structural changes have been investigated by X-ray diffraction and infrared spectroscopic methods for the compounds CH3(CH2)(10)NHCO(CH2)(9)CH3 (designated as N11) and CH3(CH2)(9)NHCO(CH2)(8)CH3 (N10) which were assumed to be the simplest models of nylons 11/11 and 10/10, respectively. Depending on the preparation conditions, N11 crystallized to the (x and gamma forms and N10 to the alpha form at room temperature. Infrared and X-ray diffraction data clarified that the (x form took essentially the same chain packing structure as that of the (x form of parent nylons, in which the all-trans methylene segments were packed in a triclinic subcell and the amide groups were connected by inter-molecular hydrogen bonds to form a sheet structure and these sheets were stacked by a weak van der Waals force. In the DSC thermograms, the alpha form of N10 and N11 showed two main endothermic peaks in the Brill transition (ca. 50 degreesC and melting regions. The temperature region was divided into three (1, 11, and 111). In region I below 50 degreesC, the crystal was of the alpha type. In region III (above 58 degreesC for N10 and above 65 degreesC for N11), the crystal transferred to the high-temperature gamma form (gamma(h)), in which the molecular chains had disordered conformation, as speculated from the change in methylene progression bands and the broad amide bands, and these chains were packed in a pseudohexagonal mode. During the transition from region I to 111, another phase was observed to appear discontinuously in region II. This intermediate phase showed the infrared spectra composed of the characteristic patterns of the (x and gamma(h) forms but the X-ray diffraction pattern was quite unique and different from those of the latter two forms, indicating that the molecules with a hybrid conformation between the alpha and gamma(h) forms were packed in a unique crystal lattice. In case of the gamma form of N11 compound, the molecular chains took the conformation built by skewed amide groups and partially disordered trans methylene segments even at room temperature. The crystal transferred apparently continuously to the gamma(h) form above 70 degreesC.