3-(phenyldimethylammonio)-1-propyne bromide | 23586-52-9

• 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: 3-(phenyldimethylammonio)-1-propyne bromide
• 英文别名: N,N-dimethyl-N-(prop-2-yn-1-yl)anilinium bromide；N,N-dimethyl-N-(prop-2-yn-1-yl)benzenaminium bromide；N-Dimethylphenylpropargylammonium-bromid；dimethylphenylpropargylammonium bromide；dimethyl-phenyl-prop-2-ynylazanium;bromide
• CAS: 23586-52-9
• 化学式: Br*C₁₁H₁₄N
• 分子量: 240.143
• InChiKey: ANJBQIISYBWNCU-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.11
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-1,1'-Bi-2-naphthol 、 3-(phenyldimethylammonio)-1-propyne bromide 以 氯仿 为溶剂， 以90%的产率得到N,N-dimethyl-N-(prop-2-yn-1-yl)benzenaminium bromide (R)-1,10-bi-2-naphthol
  参考文献：
  名称：

  [EN] METHOD OF SYNTHESIS
  [FR] PROCÉDÉ DE SYNTHÈSE

  摘要：

  The present invention provides a method of making an enantiomerically enriched tertiary or quaternary ammonium salt, and the use of a non-racemic chiral compound in the synthesis of an enantiomerically enriched tertiary or quaternary ammonium salt. The control of nitrogen-based chirality, achieved via the method of the invention, is useful where a specific tertiary or quaternary ammonium enantiomer is preferred over the other enantiomer, for example where a specific tertiary or quaternary ammonium enantiomer is more effective than the other enantiomer in treating a specific medical condition.

  公开号：

  WO2022101627A1
• 作为产物：
  描述：

  在 水 、 苄胺 作用下， 生成 3-(phenyldimethylammonio)-1-propyne bromide
  参考文献：
  名称：

  General base-catalyzed hydrogen exchange of 1-octyne, (4-nitrophenyl)acetylene, and 3-(phenyldimethylammonio)-1-propyne. Broensted relations and normal acid behavior

  摘要：

  DOI：

  10.1021/jo00356a012

文献信息

• Kinetics of the reaction of N,N-dimethylaniline with 1-bromoalk-2-ynes
  作者：V. P. Andreev、A. V. Ryzhakov、P. S. Sobolev

  DOI：10.1134/s1070363217070076

  日期：2017.7

  Quaternization of N,N-dimethylaniline with propargyl bromide, 1-bromobut-2-yne, and 1-bromooct-2-yne were studied. It was shown that, with the lengthening chain of the substituent at the triple bond, the quaternization rate tends to increase.
• Synthesis and Properties of an Ionic Polyacetylene: Poly(dimethylphenylpropargylammonium bromide)
  作者：Won-Chul Lee、Sung-Ho Jin、Jong-Wook Park、Won Seok Lyoo、Yeong-Soon Gal、Suhkmann Kim

  DOI：10.1080/15421400903584325

  日期：2010.4.13

  A monosubstituted ionic polyacetylene having a quaternary ammonium salt was synthesized and characterized. The polymerization of dimethylphenylpropargylammonium bromide (DMPPAB) was performed by various transition metal catalysts to give the resulting polymer in high yield. The polymer structure was characterized by various instrumental methods to have a conjugated polymer backbone system having the designed substituent. This polymer was mostly soluble in organic solvents. The electrochemical properties of poly(DMPPAB) were measured and discussed.