N,N,N',N'-Tetramethyl-1,8-diaminooctane | 27397-06-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N,N',N'-Tetramethyl-1,8-diaminooctane
• 英文别名: 1,8-bis(N,N-dimethylamino)octane；tetra-N-methyl-octanediyldiamine；Tetra-N-methyl-octandiyldiamin；N,N,N',N'-Tetramethyloctan-1,8-diamin；N.N.N'.N'-Tetramethyloctan-1.8-diamin；N,N,N',N'-Tetramethyldiaminooctan；N,N,N',N'-tetramethyloctane-1,8-diamine
• CAS: 27397-06-4
• 化学式: C₁₂H₂₈N₂
• 分子量: 200.368
• InChiKey: LBKFCUZHPGXDSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N,N',N'-Tetramethyl-1,8-diaminooctane 在 anion-exchange resin (OH^-) (IRA 400) 作用下， 以 乙醚 为溶剂， 反应 4.0h， 生成 2-[8-[Carboxylatomethyl(dimethyl)azaniumyl]octyl-dimethylazaniumyl]acetate
  参考文献：
  名称：

  SYNTHESIS OF NEW CATIONICS, CARBOXYBETAINES, AND SULFOBETAINES BOLAAMPHIPHILES

  摘要：

  A new family of bolaform compounds with carboxybetaine or sulfobetaine heads was synthesized in excellent yield from a common intermediate: alpha,omega -bis-(N,N-dimethylamino) alkane. Dicationic bolaforms bearing esters groups also were isolated.

  DOI：

  10.1081/scc-100000173
• 作为产物：
  描述：

  1,8-二辛酰氯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 、 苯 为溶剂， 生成 N,N,N',N'-Tetramethyl-1,8-diaminooctane
  参考文献：
  名称：

  Polivka,Z. et al., Collection of Czechoslovak Chemical Communications, 1970, vol. 35, p. 1131 - 1146

  摘要：

  DOI：

文献信息

• Selective Synthesis of Bisdimethylamine Derivatives from Diols and an Aqueous Solution of Dimethylamine through Iridium‐Catalyzed Borrowing Hydrogen Pathway
  作者：Jaeyoung Jeong、Ken‐ichi Fujita

  DOI：10.1002/cctc.202101499

  日期：2022.2.8

  A new system for the selective synthesis of bisdimethylamine derivatives using diols and aqueous dimethylamine as the starting materials was developed. An iridium complex bearing an N-heterocyclic carbene ligand was used as the catalyst, and the reaction proceeded based on the borrowing hydrogen strategy in an aqueous medium under mild conditions. Various bisdimethylamine derivatives were obtained

  开发了一种以二醇和二甲胺水溶液为原料选择性合成二甲胺衍生物的新系统。以带有N-杂环卡宾配体的铱配合物为催化剂，反应在温和条件下在水介质中基于借氢策略进行。以良好至极好的收率获得了各种双二甲胺衍生物。
• Cleavable Cationic Antibacterial Amphiphiles: Synthesis, Mechanism of Action, and Cytotoxicities
  作者：Jiaul Hoque、Padma Akkapeddi、Venkateswarlu Yarlagadda、Divakara S. S. M. Uppu、Pratik Kumar、Jayanta Haldar

  DOI：10.1021/la302303d

  日期：2012.8.21

  emergence of infectious diseases caused by pathogenic bacteria. Toward this end, we have developed a set of cationic dimeric amphiphiles (bearing cleavable amide linkages between the headgroup and the hydrocarbon tail with different methylene spacers) that showed high antibacterial activity against human pathogenic bacteria (Escherichia coli and Staphylococcus aureus) and low cytotoxicity. The Minimum

  为了抑制由病原菌引起的传染病的广泛出现，迫切需要开发对细菌细胞具有比哺乳动物细胞高的选择性的新型抗菌剂。为此，我们开发了一套阳离子二聚体两亲物（在头基和具有不同亚甲基间隔基的烃尾之间具有可裂解的酰胺键），对人类病原菌（大肠杆菌和金黄色葡萄球菌）具有很高的抗菌活性。）和低细胞毒性。发现二聚体两亲物的最低抑制浓度（MIC）非常低，与单体对应物相比最低或相当。对于二聚体两亲物，发现MIC随着间隔子链长度的增加而降低（n = 2至6），并且在间隔子长度越高时再次增加（n> 6）。结果发现，具有六个亚甲基间隔基的化合物在所有两亲化合物中活性最高（MIC = 10–13μM）。通过荧光光谱，荧光显微镜和场发射扫描电子显微镜（FESEM），发现这些阳离子两亲物与带负电荷的细菌细胞膜相互作用并破坏膜完整性，从而杀死细菌。所有阳离子两亲物均显示出低溶血活性（HC 50）和对革兰氏阳性和革兰氏阴性细菌的高选择性。最活跃的两亲物（n
• Original disymmetric bolaforms bearing at least one sulfobetaine head; synthesis and surface properties
  作者：Souad Souirti、Michel Baboulène

  DOI：10.1139/v01-083

  日期：2001.7.1

  We describe a simple and efficient method for the synthesis of disymmetric bolaforms bearing at least one sulfobetaine head. In this process, we could introduce successively on α, ω-bis(dialkylamino) alkane a sulfobetaine head and a cationic, a sulfobetaine, or a carboxybetaine head, in excellent yield. This is the first synthesis of disymmetric sulfobetaine bolaforms. The method is easily generalized to various types of head functional groups. The wide range of bolaforms produced by this method has been exploited to study their surface properties and to determine the respective roles of the polar heads and the lengths of the spacers (n) on self-aggregation in aqueous media. A critical micellar concentration (cmc) was observed with the compounds with a spacer of 12 carbon atoms (n = 12). Micellization appeared to be consistent with a "wicket-like" conformation, which did not appear to form with the n = 8 compounds.Key words: disymmetric bolaform, sulfobetaine, carboxybetaine, cationic amphiphile, synthesis, surface properties.

  我们描述了一种简单高效的方法，用于合成至少带有一个磺基甜菜碱头基的不对称球形物。在这个过程中，我们可以在α，ω-双(二烷基氨基)烷烃上连续引入一个磺基甜菜碱头基和一个阳离子、一个磺基甜菜碱或一个羧基甜菜碱头基，产率极高。这是首次合成不对称磺基甜菜碱球形物。该方法易于推广到各种类型的头基官能团。通过这种方法生产的广泛范围的球形物已被用于研究它们的表面性质，并确定极性头基和间隔物的长度（n）对在水介质中的自聚集中的各自作用。观察到了具有12个碳原子间隔物的化合物的临界胶束浓度（cmc）。胶束化似乎与“球门状”构象一致，而这种构象似乎不会出现在n = 8的化合物中。关键词：不对称球形物，磺基甜菜碱，羧基甜菜碱，阳离子两性分子，合成，表面性质。
• A new class of bolaforms bearing sulfobetaine and cationic heads: Synthesis and aggregation properties
  作者：Souad Souirti、Michel Baboulene

  DOI：10.1139/v03-096

  日期：2003.8.1

  We describe here a convenient route to a new family of bolaforms bearing sulfobetaine and cationic heads, which could be scaled up for industrial applications. Their aggregation modes were studied by measurement of surface tension and by dynamic light scattering and transmission electronic microscopy methods. Grafting a hydrophobic chain onto the cationic head modifies both the surface properties and aggregation. Compared to conventional bolaforms, the relationship between the length of the spacer and the side-chain and the resultant hydrophobic interactions are at the origin of these novel properties. Various models of these molecular associations were proposed.Key words: dissymmetric bolaform, sulfobetaine, cationic amphiphile, aggregation.

  我们在这里描述了一种方便的途径，用于制备一类新的含有磺基甜菜碱和阳离子头基的玻拉形分子，这些分子可以扩大规模用于工业应用。通过测量表面张力以及动态光散射和透射电子显微镜方法研究了它们的聚集模式。将疏水链接枝到阳离子头基上改变了表面性质和聚集行为。与传统的玻拉形分子相比，间隔物的长度与侧链之间的关系以及所产生的疏水相互作用是这些新特性的起源。提出了这些分子结合的各种模型。关键词：非对称玻拉形分子、磺基甜菜碱、阳离子两性分子、聚集。
• Synthesis of Chabazite-Containing Molecular Sieves and Their Use in the Conversion of Oxygenates to Olefins
  申请人：Mertens Machteld M.

  公开号：US20120316312A1

  公开（公告）日：2012-12-13

  In a method of synthesizing a silicoaluminophosphate molecular sieve having 90+% CHA framework-type character, a reaction mixture is prepared comprising sources of water, silicon, aluminum, and phosphorus, as well as an organic template. In one aspect, the reaction mixture is heated at more than 10° C./hour to a crystallization temperature and is retained at the crystallization temperature or within the crystallization temperature range for a crystallization time from 16 hours to 350 hours to produce the silicoaluminophosphate molecular sieve. In another aspect, the reaction mixture is heated at less than 10° C./hour to a crystallization temperature from about 150° C. to about 225° C. and is then retained there for less than 10 hours to produce the silicoaluminophosphate molecular sieve. The molecular sieve can then be recovered from the reaction mixture and, preferably, used in a hydrocarbon conversion process, such as oxygenates to olefins.

  在一种合成具有90%以上CHA骨架类型特征的硅铝磷分子筛的方法中，准备了一个反应混合物，其中包括水、硅、铝、磷的来源，以及有机模板。在一个方面，将反应混合物加热至结晶温度，加热速度超过10°C/小时，并保持在结晶温度或结晶温度范围内进行晶化时间，晶化时间为16小时至350小时，以产生硅铝磷分子筛。在另一个方面，将反应混合物加热至结晶温度，加热速度低于10°C/小时，结晶温度约为150°C至225°C，并保持不超过10小时，以产生硅铝磷分子筛。然后可以从反应混合物中回收分子筛，并且最好用于烃转化过程，例如氧化物转化为烯烃。