(2-chloro-phenyl)-bis-(4-chloro-phenyl)-methane | 93694-04-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (2-chloro-phenyl)-bis-(4-chloro-phenyl)-methane
• 英文别名: (2-Chlor-phenyl)-bis-(4-chlor-phenyl)-methan；Triphenylmethane, 2,4',4''-trichloro；1-[bis(4-chlorophenyl)methyl]-2-chlorobenzene
• CAS: 93694-04-3
• 化学式: C₁₉H₁₃Cl₃
• 分子量: 347.671
• InChiKey: KZVHDOOYHBZYJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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-chloro-phenyl)-bis-(4-chloro-phenyl)-methane 、 亚磷酸二乙酯 、 苯 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Arbusow; Krasil'-nikowa, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1959, p. 30,32;engl.Ausg.S.27,29

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4'-二氯二苯甲酮 在 乙醚 、 magnesium 、 溶剂黄146 、 锌 作用下， 生成 (2-chloro-phenyl)-bis-(4-chloro-phenyl)-methane
  参考文献：
  名称：

  Gomberg; Cone, Chemische Berichte, 1906, vol. 39, p. 3278

  摘要：

  DOI：

文献信息

• Benzylic Phosphates in Friedel–Crafts Reactions with Activated and Unactivated Arenes: Access to Polyarylated Alkanes
  作者：Gangaram Pallikonda、Manab Chakravarty

  DOI：10.1021/acs.joc.5b02441

  日期：2016.3.4

  Easily reachable electron-poor/rich primary and secondary benzylic phosphates are suitably used as substrates for Friedel–Crafts benzylation reactions with only 1.2 equiv activated/deactivated arenes (no additional solvent) to access structurally and electronically diverse polyarylated alkanes with excellent yields and selectivities at room temperature. Specifically, diversely substituted di/triarylmethanes

  易于获得的电子贫乏/富集的伯和仲苄基磷酸酯适合用作Friedel-Crafts苄基化反应的底物，仅需1.2当量的活化/失活芳烃（无需额外的溶剂）即可获得结构和电子多样的多芳基化烷烃，收率和选择性很好。室内温度。特别是，使用此方法可在2-30分钟内生成不同取代的二/三芳基甲烷。只需调节磷酸盐，即可通过此途径轻松实现大量贫电子的聚芳基烷烃。
• DDT, A Potential Source of Environmental Tris(4-chlorophenyl)methane and Tris(4-chlorophenyl)methanol
  作者：Hans-Rudolf. Buser

  DOI：10.1021/es00008a036

  日期：1995.8.1

  Tris(4-chlorophenyl)methane (4,4',4''-TCPM) and its presumed metabolite tris(4-chlorophenyl)methanol (4,4',4''-TCPM-OH) are among the most recently identified organochlorine contaminants in environmental biological samples. The compounds are present on a global scale and found in samples from practically all continents. Initially discovered in various aquatic species, they have now also been detected in human milk. However, despite of their widespread occurrence, the source and the origin of these compounds are so far unknown. In this study, we report the first evidence of a link between environmental TCPM and DDT. 4,4',4''-TCPM and two additional isomers, 2,2',4''- and 2,4',4''-TCPM, were formed in small amounts from the reaction of chloral, chlorobenzene, and fumic sulfuric acid under conditions such as those used in the technical synthesis of DDT. The same TCPM isomers were also detected in two samples of technical DDT, one more than 40 years old. In environmental biological samples, particularly at higher trophic levels, generally just a single isomer of TCPM and TCPM-OH is present; the latter was previously identified as the 4,4',4''-isomer, and the same isomerism is now confirmed for the former. Preferred degradation of the isomers with 2-chloro rings in metabolic actions presumably is the reason for the absence of other isomers in biological samples. All 10 possible TCPM isomers were formed in a novel reaction of DDT with chlorobenzene in the presence of AlCl3. They were completely resolved by high-resolution gas chromatography and assigned from retention and mass spectrometric data.
• Gomberg; Cone, Chemische Berichte, 1906, vol. 39, p. 3278
  作者：Gomberg、Cone

  DOI：——

  日期：——
• Arbusow; Krasil'-nikowa, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1959, p. 30,32;engl.Ausg.S.27,29
  作者：Arbusow、Krasil'-nikowa

  DOI：——

  日期：——