2,4-二甲基-1-(三氯甲基)苯 | 123413-30-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,4-二甲基-1-(三氯甲基)苯
• 英文名称: 2,4-dimethylbenzotrichloride
• 英文别名: 2,4-Dimethyl-1-(trichloromethyl)benzene
• CAS: 123413-30-9
• 化学式: C₉H₉Cl₃
• 分子量: 223.529
• InChiKey: PLXYUWIGQSPQDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  108 °C(Press: 5 Torr)
• 密度：
  1.289±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,4-二甲基-1-(三氯甲基)苯 在 水 作用下， 以 吡啶 为溶剂， 反应 6.0h， 生成 2,4-二甲基苯甲酸
  参考文献：
  名称：

  An alternative channel of reductive condensation of trichloromethylarenes with hydrazines

  摘要：

  The reductive condensation of trichloromethylarenes with hydrazines can proceed without intermediate formation of pyridinium salts and without participation of pyridine in the reduction act. Variants of reductive condensation using hydrazines as reducting agents and alpha-chlorobenzylhydrazines and hydrazonoyl chlorides, nitrile imines, or hydrazonoylpyridinium salts as intermediates are considered, alpha-Chlorobenzylhydmzines and hydrazonoyl chlorides are shown to be the most probable intermediates.

  DOI：

  10.1007/bf02494714
• 作为产物：
  描述：

  间二甲苯 、 对二甲苯 、 四氯化碳 、 三氯化铝 、 四氯化碳 、 三氯化铝 以50%的产率得到
  参考文献：
  名称：

  BELENKII, L. I.;BROKHOVETSKY, D. B.;KRAYUSHKIN, M. M., CHEM. SCR., 29,(1989) N, C. 81-84

  摘要：

  DOI：

文献信息

• A new redox system: Trichloromethylarene — pyridine base. On the mechanism of the synthesis of N-(4-pyridyl)pyridinium dichloride
  作者：Leonid I. Belen'kii、Igor S. Poddubnyi、Mikhail M. Krayushkin

  DOI：10.1016/0040-4039(95)00943-7

  日期：1995.7

  A redox reaction of trichloromethylarenes with pyridines results in respective N-(α-chloroarylmethyl)-substituted pyridinium chlorides which give on hydrolysis aromatic aldehydes and 4-chloropyridines or 1,4′-bipyridinium salts.

  三氯甲基芳烃与吡啶的氧化还原反应产生相应的N-（α-氯芳基甲基）-取代的吡啶鎓氯化物，其水解产生芳族醛和4-氯吡啶或1,4'-联吡啶鎓盐。
• Reductive condensation of trichloromethylarenes with hydroxylamine and hydrazines in pyridine
  作者：L.I. Belen'kii、D.B. Brokhovetskii、M.M. Krayushkin

  DOI：10.1016/s0040-4020(01)90502-2

  日期：1991.1

  aryltrichloromethanes. Further transformations of the oximes in the reaction course can result in the formation of nitriles or 3,5-diaryl-1,2,4-oxadiazoles as final products. The conversion depth depends on reaction conditions and structures of trichloromethyl-arenes. When hydrazines used instead of hydroxylamine, respectivebenzaldehyde hydrazones or azines are obtained.

  在吡啶中三氯甲基芳烃与羟胺的相互作用涉及芳基三氯甲烷的还原肟化。肟在反应过程中的进一步转化可导致形成腈或作为最终产物的3,5-二芳基-1,2,4-恶二唑。转化深度取决于三氯甲基芳烃的反应条件和结构。当使用肼代替羟胺时，获得了相应的苯甲醛或嗪。
• Reactions of trichloromethylarenes with hydrazine derivatives. Synthesis of 2,5-disubstituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles
  作者：I. S. Poddubnyi、L. I. Belen'kii、M. M. Krayushkin

  DOI：10.1007/bf01431617

  日期：1996.5

  trichloromethylarenes and thioacylhydrazines or acylhydrazines has been considered. In alcohols as solvents, alkyl arenecarboxylates form as a result of alcoholysis, while 2,5-disubstituted 1,3,4-thiadiazoles (1,3,4-oxadiazoles) form as minor products. In pyridine solutions, the major or sole products are those of reductive condensation,i.e., the correspondingN-substituted hydrazones of arenecarbaldehydes

  已经考虑了溶剂对三氯甲基芳烃与硫代酰基肼或酰基肼之间反应过程的影响。在作为溶剂的醇中，由于醇解而形成芳烃羧酸烷基酯，而作为次要产物形成 2,5-二取代的 1,3,4-噻二唑（1,3,4-恶二唑）。在吡啶溶液中，主要或唯一的产物是还原缩合产物，即相应的芳烃甲醛的 N-取代腙。当反应在吡啶-链烷醇混合物中进行时，以良好的产率获得1,3,4-噻二唑或1,3,4-恶二唑衍生物。
• Nature of the reducing agent and mechanism of the reductive condensation of trichloromethylarenes with hydroxylamine and hydrazines in pyridine
  作者：L. I. Belen'kii、I. S. Poddubnyi、M. M. Krayushin

  DOI：10.1007/bf01169070

  日期：1995.6
• Initial steps in the reductive condensation of trichloromethylarenes with hydroxylamine and hydrazines in pyridine
  作者：L. I. Belen'kii、I. S. Poddubnyi、M. M. Krayushkin

  DOI：10.1007/bf00699000

  日期：1993.11

  Data concerning the initial steps in the reductive condensation of trichloromethylarenes with hydroxylamine or hydrazines in pyridine have been obtained. High yields of the products of the reductive condensation obtained even at equimolar ratios of trichloromethylarene with hydroxylamine or hydrazine as well as the formation of unusual products, i.e., 4-pyridylhydrazones of substituted benzaldehydes, have been interpreted as the result of the participation of pyridine in the reaction as a reductive agent.