N-(cyanomethyl)trimethylammonium chloride | 6340-35-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(cyanomethyl)trimethylammonium chloride
• 英文别名: Betainitril-chlorid；(Cyanomethyl)trimethylammonium chloride；cyanomethyl(trimethyl)azanium;chloride
• CAS: 6340-35-8
• 化学式: C₅H₁₁N₂*Cl
• 分子量: 134.609
• InChiKey: JWTUJDAWIIWMLT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.78
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氯乙腈 、 三甲胺 生成 N-(cyanomethyl)trimethylammonium chloride
  参考文献：
  名称：

  Equilibrium acidities and homolytic bond dissociation energies of the acidic carbon-hydrogen bonds in N-substituted trimethylammonium and pyridinium cations

  摘要：

  Equilibrium acidities (pK(HA)s) of the cations in sixteen N-substituted trimethylammonium salts, one N-phenacylquinuclidinium salt, eight N-substituted pyridinium salts, and N-(ethoxycarbonyl)isoquinolinium bromide, together with the oxidation potentials of their conjugate bases, have been determined in dimethyl sulfoxide (DMSO) solution. The acidifying effects of the alpha-trimethylammonium groups (alpha-Me3N+) and the alpha-pyridinium groups (alpha-PyN+) on the adjacent acidic C-H bonds in these cations were found to average about 10 and 18 pK(HA) units, respectively, in DMSO. The homolytic bond dissociation energies of the acidic C-H bonds in these cations, estimated by the combination of the equilibrium acidities with the oxidation potentials of their corresponding conjugate bases (ylides), show that the alpha-trimethylammonium groups destabilize adjacent radicals by 2-6 kcal/mol, whereas alpha-pyridinium groups stabilize adjacent radicals by 3-6 kcal/mol. The effects of alpha-pyridinium groups on the stabilization energies of the radicals derived from these cations were found to be ca. 4-10 kcal/mol smaller than those of the corresponding phenyl groups, whereas their effects on the equilibrium acidities of the cations were 5.4-13.1 pK(HA) units larger. The pK(HA) value of tetramethylammonium cation (Me4N+) was estimated by extrapolation to be about 42 in DMSO.

  DOI：

  10.1021/jo00063a026

文献信息

• Organic activator
  申请人：The Procter & Gamble Company

  公开号：US20040142844A1

  公开（公告）日：2004-07-22

  This invention relates to organic activators having the following formula: 1 wherein Z is a charge equalizing ion and one or more of the moieties R 1 , R 2 , R 3 , R 4 and R 5 are modified such that the one or more of the drawbacks associated with this class of molecule are essentially eliminated, cleaning compositions comprising such activators; and processes for making and using such activators and cleaning products.

  本发明涉及具有以下公式的有机活化剂：1其中Z是电荷均衡离子，其中一个或多个基团R1、R2、R3、R4和R5被改性，以便基本消除与这类分子相关的一个或多个缺点，包括这样的活化剂的清洁组合物；以及制备和使用这样的活化剂和清洁产品的方法。
• Method for producing hydrolysis-stable ammonium nitriles
  申请人：——

  公开号：US20040059148A1

  公开（公告）日：2004-03-25

  The invention relates to a method for producing hydrolysis-stable ammonium nitriles by reacting a compound of formula (1), wherein R 1 , R 2 , and R 3 are identical or different and represent linear or branched C 1 -C 24 -alkyl groups, C 2 -C 24 -alkenyl groups, substituted or non-substituted benzyl or C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl groups, or wherein R 1 and R 2 , together with the nitrogen atom to which they are bonded, form a ring with 4 to 6 C-atoms which can be substituted with C 1 -C 5 alkyl, C 1 -C 5 alkoxy, C 1 -C 5 alkanoyl, phenyl, amino, ammonium, cyano, cyanamino, chlorine or bromine and which can contain in addition to the nitrogen atom, instead of the carbon atoms, one or two oxygen or nitrogen atoms, a group N—R 6 or a group R 3 —N—R 6 , wherein R6 is hydrogen, C 1 -C 5 -alkyl. C 2 -C 5 -alkenyl, C 2 -C 5 -alkinyl, phenyl, C 7 -C 9 -aralkyl, C 5 -C 7 -cycloalkyl. C 1 -C 6 -alkanoyl, cyanomethyl or cyan, R 4 and R 5 are hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkenyl. C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, phenyl or C 1 -C 3 -alkylphenyl, preferably hydrogen, methyl or phenyl, R 4 especially meaning hydrogen when R 5 does not mean hydrogen, and X represents an anion; with an alkaline or ammonium salt of an alkane sulfonate, paraffin sulfonate, aryl sulfonate, alcohol sulfate or fatty acid alkyl carboxylate in the presence of water, at a high temperature. 1

  本发明涉及一种生产水解稳定的腈铵的方法，该方法通过使式（1）化合物（其中 R 1 , R 2 和 R 3 相同或不同，代表线性或支链 C 1 -C 24 -烷基、C 2 -C 24 -烯基、取代或非取代苄基或 C 1 -C 4 -烷氧基-C 1 -C 4 -烷基，或其中 R 1 和 R 2 与它们所结合的氮原子一起，形成一个具有 4 至 6 个 C 原子的环，该环可被 C 1 -C 5 烷基、C 1 -C 5 烷氧基、C 1 -C 5 烷酰基、苯基、氨基、铵、氰基、氰氨基、氯或溴，除氮原子外，还可包含一个或两个氧原子或氮原子，取代碳原子的基团 N-R6 6 或一个基团 R 3 -N-R 6 其中 R6 是氢、C 1 -C 5 -烷基。C 2 -C 5 -烯基，C 2 -C 5 -烷基、苯基、C 7 -C 9 -芳烷基、C 5 -C 7 -环烷基。C 1 -C 6 -烷酰基、氰甲基或氰基，R 4 和 R 5 是氢、C 1 -C 4 -烷基 1 -C 4 -烯基C 1 -C 4 -烷氧基-C 1 -C 4 -烷基、苯基或 C 1 -C 3 -烷基苯，最好是氢、甲基或苯基，R 4 尤其指氢，当 R 5 不代表氢，X 代表阴离子；与烷烃磺酸盐、石蜡磺酸盐、芳基磺酸盐、醇硫酸盐或脂肪酸烷基羧酸盐的碱性盐或铵盐在水的存在下，在高温下反应。 1
• Steger,E.; Lorenz,I., Journal fur praktische Chemie (Leipzig 1954), 1961, vol. 13, p. 272 - 284
  作者：Steger,E.、Lorenz,I.

  DOI：——

  日期：——
• ENZYM- UND BLEICHAKTIVATORHALTIGE WASCH- UND REINIGUNGSMITTEL
  申请人：Henkel Kommanditgesellschaft auf Aktien

  公开号：EP1165737A2

  公开（公告）日：2002-01-02
• VERFAHREN ZUR HERSTELLUNG VON HYDROLYSESTABILEN AMMONIUMNITRILEN
  申请人：Clariant GmbH

  公开号：EP1309542A2

  公开（公告）日：2003-05-14