1-decyl-1,2,3-triazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-decyl-1,2,3-triazole
• 英文别名: 1-Decyltriazole
• 化学式: C₁₂H₂₃N₃
• 分子量: 209.335
• InChiKey: URWSVJQCDUSIDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-decyl-1,2,3-triazole 以 氯仿 、 水 、 乙腈 为溶剂， 生成 1-decyl-3-methyl-1,2,3-triazolium bis(trifluoromethylsulfonyl)imide
  参考文献：
  名称：

  1-Alkyl-3-methyl-1,2,3-triazolium [NTf2] ionic liquids: synthesis and properties

  摘要：

  A series of 1-alkyl-3-methyl-1,2,3-triazolium bis(trifluoromethylsulfonyl)imide [NTf2] ionic liquids were prepared synthetically using azide-alkyne 'click' cyclization chemistry and their physicochemical and thermal properties were determined. Increasing the alkyl chain length resulted in increased viscosities and higher thermal transitions (T-g or T-m) with depressed molar conductivities. Walden plot analysis indicated that the Tonicity of 1-butyl-3-methyl-1,2,3-triazolium [NTf2] was comparable to the analogous imidazolium system and higher than the 1,2,4-triazolium equivalent. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.11.107
• 作为产物：
  描述：

  癸基溴 在 copper(l) iodide 、 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-decyl-1,2,3-triazole
  参考文献：
  名称：

  1-Alkyl-3-methyl-1,2,3-triazolium [NTf2] ionic liquids: synthesis and properties

  摘要：

  A series of 1-alkyl-3-methyl-1,2,3-triazolium bis(trifluoromethylsulfonyl)imide [NTf2] ionic liquids were prepared synthetically using azide-alkyne 'click' cyclization chemistry and their physicochemical and thermal properties were determined. Increasing the alkyl chain length resulted in increased viscosities and higher thermal transitions (T-g or T-m) with depressed molar conductivities. Walden plot analysis indicated that the Tonicity of 1-butyl-3-methyl-1,2,3-triazolium [NTf2] was comparable to the analogous imidazolium system and higher than the 1,2,4-triazolium equivalent. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.11.107

文献信息

• Self-Assembled Polymeric Pyridine Copper Catalysts for Huisgen Cycloaddition with Alkynes and Acetylene Gas: Application in Synthesis of Tazobactam
  作者：Hao Hu、Aya Ohno、Takuma Sato、Toshiaki Mase、Yasuhiro Uozumi、Yoichi M. A. Yamada

  DOI：10.1021/acs.oprd.8b00429

  日期：2019.4.19

  Novel convoluted polymeric pyridine copper(I) catalysts PVPy-Cu were developed for the Huisgen cyclization of organic azides using alkynes and acetylene gas. They were readily prepared based on our molecular convolution of CuSO4·5H2O and poly(4-vinylpyridine) (PVPy) in the presence of sodium ascorbate with and without various sodium salts in water. Their structural investigation was conducted using

  开发了新型旋绕的聚合吡啶铜（I）催化剂PVPy-Cu，用于使用炔烃和乙炔气对有机叠氮化物进行惠斯根环合。根据我们在水中有无各种钠盐的抗坏血酸钠存在下，我们的CuSO 4 ·5H 2 O和聚（4-乙烯基吡啶）（PVPy）的分子卷积可以轻松地制备它们。他们使用XANES和EXAFS以及DFT计算进行了结构研究。使用100至800 mol ppm Cu的PVPy-Cu水中的Cu，可进行多种炔烃和乙炔气体的Huisgen环加成反应，其周转数高达10000。该催化体系用于他他巴坦的合成，是细菌β-内酰胺酶的抑制剂。
• Ready Access to Anhydrous Anionic Lanthanide Acetates by Using Imidazolium Acetate Ionic Liquids as the Reaction Medium
  作者：Guillaume Bousrez、Olivier Renier、Steven P. Kelley、Brando Adranno、Elnaz Tahavori、Hatem M. Titi、Volodymyr Smetana、Si‐Fu Tang、Anja‐Verena Mudring、Robin D. Rogers

  DOI：10.1002/chem.202100141

  日期：2021.9.15

  used. A reaction with an IL : Ln-salt ratio of 5 : 1, where Ln=Nd, Sm, and Gd, led exclusively to the polymer, whilst for the heaviest lanthanides (Dy−Lu) the dimer was observed. Reaction with Eu and Tb resulted in a mixture of both polymeric and dimeric forms. When the amount of IL and/or the size of the cation was increased, the reaction led to only the dimeric compound for all the lanthanide series

  镧系元素乙酸盐配位化合物的获取面临着镧系元素配位水的趋势和过多的乙酸盐配位模式的挑战。通过用规定比例的离子液体 (IL) 1-乙基-3-甲基咪唑鎓乙酸盐 ([C 2 mim][OAc]) 处理镧系氯化物水合物，开发了一种简单、可重复的合成程序。该反应途径产生两种同构结晶无水配位配合物，聚合的 [C 2 mim] n [Ln 2 (OAc) 7 } n ] 和二聚的 [C 2 mim] 2 [Ln 2 (OAc) 8 ]，基于离子大小和所用 IL 的比例。 IL：Ln-盐比例为 5：1 的反应（其中 Ln=Nd、Sm 和 Gd）仅产生聚合物，而对于最重的镧系元素 (Dy−Lu)，观察到二聚体。与Eu和Tb的反应产生聚合物和二聚形式的混合物。当IL的量和/或阳离子的尺寸增加时，反应仅产生所有镧系元素的二聚化合物。所得盐的晶体学分析揭示了三种不同类型的金属-乙酸盐配位模式，其中η 2 μκ 2在两种结构类型中最具代表性。
• ZINC DITHIOCARBAMATE LUBRICATING OIL ADDITIVES
  申请人：AGUILAR Gaston A.

  公开号：US20120258896A1

  公开（公告）日：2012-10-11

  A lubricating oil composition comprising a zinc dithiocarbamate fraction, for use in a gasoline or diesel engine equipped with fluoroelastomer seals, wherein said zinc dithiocarbamate fraction consists essentially of zinc dithiocarbamate molecules per Formula I: having alkyl groups R 1 , R 2 , R 3 , and R 4 , wherein the weighted total average for carbon chain lengths for all molecules together is 9 or more:

  一种润滑油组合物，包括一种锌二硫代氨基甲酸酯分数，用于装有氟橡胶密封件的汽油或柴油发动机，其中所述锌二硫代氨基甲酸酯分数基本上由符合式I的锌二硫代氨基甲酸酯分子组成，其具有烷基基团R1、R2、R3和R4，其中所有分子的碳链长度的加权总平均值为9或更高：
• Mesophase Stabilization in Ionic Liquid Crystals through Pairing Equally Shaped Mesogenic Cations and Anions
  作者：Kathrin Stappert、Gregor Lipinski、Gabriel Kopiec、Eike T. Spielberg、Anja-Verena Mudring

  DOI：10.1021/acs.cgd.5b01023

  日期：2015.11.4

  The synthesis and properties of a set of novel ionic liquid crystals with congruently shaped cations and anions are reported to check whether pairing mesogenic cations with mesogenic anions leads to a stabilization of a liquid crystalline phase. To that avail 1-alkyl-3-methyl-triazolium cations with an alkyl chain length of 10, 12, and 14 carbon atoms have been combined with p-alkyloxy-benzenesulfonate anions with different alkyl chain lengths (n = 10, 12, and 14). The corresponding triazolium iodides have been synthesized as reference compounds where the cation and anion have strong size and shape mismatch. The mesomorphic behavior of all compounds is studied by differential scanning calorimetry and polarizing optical microscopy. All compounds except 1-methyl-3-decyltriazolium iodide, which qualifies as an ionic liquid, are thermotropic ionic liquid crystals. All other compounds adopt smectic A phases. A comparison of the thermal phase behavior of the 1-methyl-3-decyltriazolium bromides to the corresponding p-alkoxy-benzensulfonates reveals that definitely the mesophase is stabilized by pairing the rod-shaped 1-alkyl-3-methyltriazolium cation with a rod-like anion of similar size.

  报告了一组具有形状一致的阳离子和阴离子的新型离子液晶的合成和性质，以检验介原阳离子与介原阴离子配对是否会导致液晶相的稳定。为此，我们将烷基链长为 10、12 和 14 个碳原子的 1-烷基-3-甲基三唑阳离子与不同烷基链长（n = 10、12 和 14）的对烷氧基苯磺酸阴离子结合在一起。相应的三唑鎓碘化物是作为阳离子和阴离子具有强烈尺寸和形状不匹配的参考化合物合成的。所有化合物的介形行为都是通过差示扫描量热法和偏振光学显微镜进行研究的。除了 1-甲基-3-癸基三唑碘化物（符合离子液体的条件）外，所有化合物都是热致性离子液晶。所有其他化合物都是熔融 A 相。将 1-甲基-3-癸基三唑溴化物的热相行为与相应的对烷氧基苯磺酸盐进行比较后发现，棒状的 1-烷基-3-甲基三唑鎓阳离子与类似大小的棒状阴离子配对后，介相肯定会得到稳定。
• New triazolium based ionic liquid crystals
  作者：Kathrin Stappert、Derya Ünal、Bert Mallick、Anja-Verena Mudring

  DOI：10.1039/c3tc31366b

  日期：——

  A set of novel 1,2,3-triazolium based ionic liquid crystals was synthesized and their mesomorphic behaviour studied by DSC (differential scanning calorimetry), POM (polarizing optical microscopy) and SAXS (small angle X-ray scattering). Beside the variation of the chain length (C10, C12 and C14) at the 1,2,3-triazolium cation also the anion has been varied (Br−, I−, I3−, BF4−, SbF6−, N(CN)2−, Tf2N−) to study the influence of ion size, symmetry and H-bonding capability on the mesophase formation. Interestingly, for the 1,3-didodecyl-1,2,3-triazolium cation two totally different conformations were found in the crystal structure of the bromide (U-shaped) and the triiodide (rod shaped).

  我们合成了一组新颖的 1,2,3-三唑离子液晶，并通过 DSC（差示扫描量热仪）、POM（偏振光学显微镜）和 SAXS（小角 X 射线散射）研究了它们的介形行为。除了改变 1,2,3-三唑阳离子的链长（C10、C12 和 C14）外，还改变了阴离子（Br-、I-、I3-、BF4-、SbF6-、N(CN)2-、Tf2N-），以研究离子大小、对称性和 H 键能力对介相形成的影响。有趣的是，对于 1,3-十二烷基-1,2,3-三唑阳离子，在溴化物（U 形）和三碘化物（棒状）的晶体结构中发现了两种完全不同的构象。