2-deuterobenzylidenedichloride | 50535-19-8

• 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-deuterobenzylidenedichloride
• 英文别名: 1-deuterio-2-(dichloromethyl)benzene
• CAS: 50535-19-8
• 化学式: C₇H₆Cl₂
• 分子量: 162.023
• InChiKey: CAHQGWAXKLQREW-QYKNYGDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  9.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  2-deuterobenzylidenedichloride 在 molecular sieve 、 硫酸 、 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 1-(2-deuteriophenyl)-N-phenylmethanimine
  参考文献：
  名称：

  Mechanistical studies on C–H activation reactions of benzaldimines using selectively deuterated ligands: synthesis and crystal structures of [μ2-η3-(R)N–CH2–(H)]Fe2(CO)6

  摘要：

  The reaction of Fe-2(CO)(9) with imine ligands derived from benzaldehyde leads to the formation of dinuclear iron cluster compounds of the general formula [mu 2-eta 3-N-CH2-C=C-C(H)=C(H)-C(H)]Fe-2(CO)(6) by a C-H activation/1,3-hydrogen shift reaction sequence. Six cluster compounds with alkyl and aryl substituents bound to nitrogen have been synthesised and characterised, five of them also by means of X-ray crystallography. The mechanism of the reaction has been investigated by the use of ligands being selectively deuterated in the 2-position. By several NMR experiments including deuterium spectra it can be demonstrated that the hydrogen/deuterium atom of the activated aromatic C-H bond is transferred to the former imine carbon atom producing a methylene group instead and that this reaction strictly follows an intramolecular pathway. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00082-0
• 作为产物：
  描述：

  2-溴甲苯 在 正丁基锂 、 磺酰氯 、 偶氮二异丁腈 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 21.25h， 生成 2-deuterobenzylidenedichloride
  参考文献：
  名称：

  Mechanistical studies on C–H activation reactions of benzaldimines using selectively deuterated ligands: synthesis and crystal structures of [μ2-η3-(R)N–CH2–(H)]Fe2(CO)6

  摘要：

  The reaction of Fe-2(CO)(9) with imine ligands derived from benzaldehyde leads to the formation of dinuclear iron cluster compounds of the general formula [mu 2-eta 3-N-CH2-C=C-C(H)=C(H)-C(H)]Fe-2(CO)(6) by a C-H activation/1,3-hydrogen shift reaction sequence. Six cluster compounds with alkyl and aryl substituents bound to nitrogen have been synthesised and characterised, five of them also by means of X-ray crystallography. The mechanism of the reaction has been investigated by the use of ligands being selectively deuterated in the 2-position. By several NMR experiments including deuterium spectra it can be demonstrated that the hydrogen/deuterium atom of the activated aromatic C-H bond is transferred to the former imine carbon atom producing a methylene group instead and that this reaction strictly follows an intramolecular pathway. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00082-0