trimethyl-(3-tolylmethyl)ammonium bromide | 21949-11-1

• 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: trimethyl-(3-tolylmethyl)ammonium bromide
• 英文别名: trimethyl-(3-methyl-benzyl)-ammonium; bromide；Trimethyl-(3-methyl-benzyl)-ammonium; Bromid；Trimethyl-<3-methyl-benzyl>-ammonium - Bromid；Trimethyl-((3-methylphenyl)methyl)azanium bromide；trimethyl-[(3-methylphenyl)methyl]azanium;bromide
• CAS: 21949-11-1
• 化学式: Br*C₁₁H₁₈N
• 分子量: 244.175
• InChiKey: YMZWUHBBOTVKHM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.79
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2923900090

反应信息

• 作为反应物：
  描述：

  trimethyl-(3-tolylmethyl)ammonium bromide 在 lithium aluminium tetrahydride 作用下， 生成 2,4-二甲基苄醇
  参考文献：
  名称：

  Ortho Substitution Rearrangement of Certain 3-Substituted and 3,5-Disubstituted Benzyltrimethylammonium Ions by Sodium Amide¹

  摘要：

  DOI：

  10.1021/jo01351a039
• 作为产物：
  描述：

  苄基3-甲基苄基硫醚 在 乙醇 作用下， 生成 trimethyl-(3-tolylmethyl)ammonium bromide
  参考文献：
  名称：

  v.Braun; May; Michaelis, Justus Liebigs Annalen der Chemie, 1931, vol. 490, p. 189,200

  摘要：

  DOI：

文献信息

• Cross coupling of benzylammonium salts with boronic acids using a well-defined N-heterocyclic carbene–palladium(<scp>ii</scp>) precatalyst
  作者：Tao Wang、Jiarui Guo、Xiaojuan Wang、Han Guo、Dingli Jia、Hengjin Wang、Lantao Liu

  DOI：10.1039/c8ra10439e

  日期：——

  N-heterocyclic carbene–palladium(II)-catalyzed cross-coupling of benzylammonium salts with arylboronic acids for the synthesis of diarylmethane derivatives via C–N bond activation has been developed. Notably, in the presence of the easily prepared and bench-stable Pd-PEPPSI precatalyst, the Csp3–N bond activation of the benzylammonium salt even proceeded smoothly in isopropanol at room temperature.

  N-杂环卡宾-钯( II )催化苄基铵盐与芳基硼酸的交叉偶联，通过C-N键活化合成二芳基甲烷衍生物。值得注意的是，在易于制备且工作稳定的 Pd-PEPPSI 预催化剂存在下，苄基铵盐的 Csp 3 -N 键活化甚至在异丙醇中在室温下顺利进行。
• Synthesis of benzyl thioether derivatives via N-heterocyclic carbene palladium(II)-catalyzed cross coupling of benzylammonium salts with thiophenols
  作者：Tao Wang、Jiarui Guo、Yongli Xu、Xiaobo Wang、Yan Wang、Dandan Feng、Lantao Liu

  DOI：10.1016/j.jorganchem.2021.122176

  日期：2022.1

  A new route to benzyl thioether derivatives has been developed via the N-heterocyclic carbene palladium(II)-catalyzed cross coupling of benzylammonium salts with thiophenols. Under the optimal conditions, different benzylammonium salts could be well tolerated. Meanwhile, various kinds of aryl thiophenols and heteroaryl thiophenols could be used as efficient substrates, generating broad array of benzyl

  通过 N-杂环卡宾钯 (II) 催化的苄基铵盐与苯硫酚的交叉偶联，开发了一种新的苄基硫醚衍生物途径。在最佳条件下，可以很好地耐受不同的苄基铵盐。同时，各种芳基苯硫酚和杂芳基苯硫酚可作为有效底物，在数小时内以良好到高产率生成广泛的苄基硫醚。
• Nickel‐Catalyzed Benzylation of C−H Bonds in Aromatic Amides with Benzyltrimethylammonium Halides
  作者：Akane Sasagawa、Mao Yamaguchi、Yusuke Ano、Naoto Chatani

  DOI：10.1002/ijch.201700044

  日期：2017.11

  Nickel‐catalyzed benzylation reactions of C−H bonds in aromatic amides with benzyltrimethylammonium halides are developed by using a 5‐chloro‐8‐aminoquinoline derivative as a bidentate directing group. Benzylation occurs selectively at the ortho‐C−H bonds in aromatic amides, and no methylation was detected. The presence of a 5‐chloro‐8‐aminoquinoline moiety is essential for the success of this reaction

  通过使用5-氯-8-氨基喹啉衍生物作为双齿导引基团，开发了芳香族酰胺中的CH键与镍三卤化苄基进行镍催化的苄基化反应。苯甲酰化选择性地发生在芳族酰胺的邻-C-H键上，未检测到甲基化。5-氯-8-氨基喹啉部分的存在对于该反应的成功至关重要，在该反应中可以耐受多种官能团。
• System for direct-to-press imaging
  申请人：Kodak Polychrome Graphics, LLC

  公开号：US20040103801A1

  公开（公告）日：2004-06-03

  A direct-to-press imaging method comprises: (a) applying an imageable coating to a printing cylinder, wherein the imageable coating comprises a composition such as a thermally switchable polymer which changes affinity for a printing fluid upon exposure to imaging radiation such as infrared radiation delivered imagewise via a laser, and the imageable coating is substantially insoluble in the printing fluid; (b) imagewise exposing the imageable coating to actinic radiation to obtain an imaged coating; (c) printing a plurality of copies of an image from the imaged coating; and (d) reapplying the imageable coating as desired by repeating steps (a) through (c) at least once without substantially removing the prior imaged coating before reapplying the imageable coating.

  一种直接印刷成像方法包括：（a）将可成像涂层应用于印刷滚筒上，其中可成像涂层包括一种组合物，例如热可切换聚合物，该组合物在通过激光逐像素地进行红外辐射成像后，会改变对印刷液的亲和力，并且可成像涂层在印刷液中基本不溶解；（b）逐像素地将可成像涂层暴露于光致辐射中，以获得成像涂层；（c）从成像涂层中打印出多个图像副本；以及（d）在再次应用可成像涂层之前，通过重复步骤（a）至（c）至少一次而不实质性地去除先前成像涂层的方式，根据需要重新应用可成像涂层。
• Method and system for direct-to-press imaging
  申请人：——

  公开号：US20030056669A1

  公开（公告）日：2003-03-27

  A direct-to-press imaging method comprises: (a) applying an imageable coating to a printing cylinder, wherein the imageable coating comprises a composition such as a thermally switchable polymer which changes affinity for a printing fluid upon exposure to imaging radiation such as infrared radiation delivered imagewise via a laser, and the imageable coating is substantially insoluble in the printing fluid; (b) imagewise exposing the imageable coating to actinic radiation to obtain an imaged coating; (c) printing a plurality of copies of an image from the imaged coating; and (d) reapplying the imageable coating as desired by repeating steps (a) through (c) at least once without substantially removing the prior imaged coating before reapplying the imageable coating.

  一种直接印刷成像方法包括：(a) 在印刷滚筒上应用可成像涂层，其中可成像涂层包括一种组成，如热可切换聚合物，该组成在通过激光逐幅传递的红外成像辐射下改变对印刷液的亲和力，并且可成像涂层在印刷液中基本不溶；(b) 逐幅曝光可成像涂层以获得成像涂层；(c) 从成像涂层中印刷多个图像副本；以及(d) 通过在重新应用可成像涂层之前至少重复步骤(a)到(c)一次而基本不去除先前成像涂层的方式，根据需要重新应用可成像涂层。