2,5-Bis(chloromethyl)-N,N-dimethylaniline hydrochloride

• 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: 2,5-Bis(chloromethyl)-N,N-dimethylaniline hydrochloride
• 英文别名: 2,5-bis-Chloromethyl-(N,N-dimethyl)aniline Hydrochloride；2,5-bis(chloromethyl)-N,N-dimethylaniline;hydrochloride
• 化学式: C₁₀H₁₃Cl₂N*ClH
• 分子量: 254.587
• InChiKey: OFCXLZPVQRPQCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  3.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  四氢噻吩 、 2,5-Bis(chloromethyl)-N,N-dimethylaniline hydrochloride 以 甲醇 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Synthesis and Initial Characterization of Poly[2-(N,N-dimethylamino)-1,4-phenylenevinylene]

  摘要：

  DOI：

  10.1021/jo00099a053
• 作为产物：
  描述：

  2,5-Bis(hydroxymethyl)-N,N-dimethylaniline hydrochloride 在 氯化亚砜 作用下， 以77%的产率得到2,5-Bis(chloromethyl)-N,N-dimethylaniline hydrochloride
  参考文献：
  名称：

  Synthesis and Initial Characterization of Poly[2-(N,N-dimethylamino)-1,4-phenylenevinylene]

  摘要：

  DOI：

  10.1021/jo00099a053

文献信息

• Amino substituted bishalomethyl benzene compounds
  申请人：The United States of America as represented by the Secretary of the Navy

  公开号：US05585522A1

  公开（公告）日：1996-12-17

  Novel amino substituted bishalomethyl benzene compounds, which are precurs to phenylene polymers are disclosed having non-linear optical properties, and which can be converted to electrically conductive polymers. Such polymers are produced by reacting a novel amino substituted bishalomethyl benzene compound with a dialkyl sulfide to make a bis-cycloalkylene sulfonium salt of 2,5,N,N-tetramethylaniline hydrochloride, which is 2,5-(N,N-dimethyl)aniline hydrochloride dimethylene bis-(tetramethylene sulfonium chloride) and reacting this sulfonium salt with alkali metal hydroxide to form a cycloalkylene sulfonium salt precursor polymer, and then heating the precursor polymer under conditions to produce the amino substituted phenylene vinylene polymer, such as poly(2-(N,N-dimethylamino) phenylene vinylene). The polymers can also be made directly by treatment of the bis chlormethyl dimethyl aminobenzene hydrochloride derivative with alkali metal alkoxide.

  本发明揭示了一种新型的氨基取代双卤甲基苯化合物，其为苯基聚合物的前体，具有非线性光学性质，并且可以转化为电导聚合物。这些聚合物是通过将新型氨基取代双卤甲基苯化合物与二烷基硫化物反应，制得2,5,N,N-四甲基苯胺盐酸盐的双环烷基硫鎓盐，即2,5-(N,N-二甲基)苯胺盐酸盐二亚甲基-四亚甲基硫鎓氯化物，然后将该硫鎓盐与碱金属氢氧化物反应，形成环烷基硫鎓盐前体聚合物，再在适宜的条件下加热前体聚合物，制得氨基取代苯基乙烯聚合物，例如聚(2-(N,N-二甲基氨基)苯基乙烯)。这些聚合物也可以通过将双氯甲基二甲基氨基苯盐酸盐衍生物直接与碱金属醇盐处理而制得。
• Bis-sulfonium salts of amino substituted bis(halomethyl) benzene
  申请人：The United States of America as represented by the Secretary of the Navy

  公开号：US05587488A1

  公开（公告）日：1996-12-24

  Novel bis-sulfonium salts of amino substituted bis(halomethyl)benzene are disclosed. The sulfonium salts are prepared by reaction of an amino substituted bis(halo methyl)benzene with an aliphatic sulfide. These sulfonium salts can be made into polymer having non-linear optical properties, and polymers which can be converted to electrically conductive polymers. Such polymers are produced by reacting a novel bis-cycloalkylene sulfonium salt of 2,5,N,N-tetramethylaniline hydrochloride, such as 2,5-(N,N-dimethyl)aniline hydrochloride dimethylene bis-(tetramethylene sulfonium chloride) with alkali metal hydroxide to form a cycloalkylene sulfonium salt precursor polymer, and then heating the precursor polymer under conditions to produce the amino substituted phenylene vinylene polymer, such as poly(2-(N,N-dimethylamino) phenylene vinylene).

  本发明公开了氨基取代的双(卤甲基)苯的新型双-亚砜盐。这些亚砜盐是通过氨基取代的双(卤甲基)苯与脂肪族硫化物反应制备而成的。这些亚砜盐可以制备成具有非线性光学性质的聚合物，以及可转化为电导性聚合物的聚合物。这样的聚合物是通过将新型2,5,N,N-四甲基苯胺盐酸盐的双环烷基亚砜盐（例如2,5-(N,N-二甲基)苯胺盐酸盐二亚甲基双(四亚甲基硫酸盐)）与碱金属氢氧化物反应形成环烷基亚砜盐前体聚合物，然后在条件下加热前体聚合物来生产氨基取代的苯乙烯聚合物，例如聚(2-(N,N-二甲基氨基)苯乙烯)。
• US5585522A
  申请人：——

  公开号：US5585522A

  公开（公告）日：1996-12-17
• US5604292A
  申请人：——

  公开号：US5604292A

  公开（公告）日：1997-02-18
• US5587488A
  申请人：——

  公开号：US5587488A

  公开（公告）日：1996-12-24