2,3,5,6-tetrachloro-1-(trichloromethyl)benzene | 2142-30-5

• 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: 2,3,5,6-tetrachloro-1-(trichloromethyl)benzene
• 英文别名: 1,2,4,5-tetrachloro-3-trichloromethyl-benzene；1,2,4,5-Tetrachlor-3-trichlormethyl-benzol；<2.3.5.6-Tetrachlor-phenyl>-trichlormethan；2.3.5.6-Tetrachlor-1-trichlormethyl-benzol；pH-Heptachlorotoluene；1,2,4,5-Tetrachloro-3-(trichloromethyl)benzene
• CAS: 2142-30-5
• 化学式: C₇HCl₇
• 分子量: 333.256
• InChiKey: HFSILRKRTJMYSU-UHFFFAOYSA-N

物化性质

• 熔点：
  68-69 °C
• 沸点：
  340.1±37.0 °C(Predicted)
• 密度：
  1.767±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,2,4,5-四氯苯 在 三氯化铝 作用下， 以 二硫化碳 为溶剂， 生成 2,3,5,6-tetrachloro-1-(trichloromethyl)benzene
  参考文献：
  名称：

  聚氯三氟甲苯和高应变聚氯三苯的新合成

  摘要：

  通过用CCl 3 F和AlCl 3处理相应的多氯苯，已经制备了几种多氯代三氟甲基苯。通过与相同的无机卤化物在CS 2中反应，得到的三氟甲基衍生物得到其三氯甲基类似物。

  DOI：

  10.1016/s0040-4039(01)80668-7

文献信息

• Preparation of Highly Strained Aromatic Chlorocarbons. I. A Powerful Nuclear Chlorinating Agent. Relevant Reactivity Phenomena Traceable to Molecular Strain¹
  作者：Manuel Ballester、Carlos Molinet、Juan Castañer

  DOI：10.1021/ja01501a035

  日期：1960.8

  Abstract : The preparation of perchlorotoluene and perchloro-p-xylene was effected starting from 2,3,4,5-tetrachloro-1-trichloromethylbenzene and 1,4-bistrichloromethylbenzene, respectively, by means of a powerful nuclear chlorinating agent. 1,3,5-Tristrichloromethylbenzene was inert under the same conditions. Chlorination of 2,4,6-trichloromesitylene with chlorine and white light gave 2,4,6-trichloro-1

  文摘: 以2,3,4,5-四氯-1-三氯甲基苯和1,4-双三氯甲基苯为原料，通过强核氯化剂制备全氯甲苯和全氯对二甲苯。1,3,5-三氯甲基苯在相同条件下呈惰性。用氯气和白光氯化 2,4,6-三氯甲基苯，得到 2,4,6-三氯-1,3,5-三二氯甲基苯和氯解产物，没有分离出全氯均三甲苯。全氯甲苯和全氯对二甲苯在光氯化条件下很容易发生氯解。2,3,5,6-四氯-1-三氯甲基苯、2,5-二氯-1,4-双三氯甲基苯和2,3,5,6-四氯苯甲酸也是首次报道。在空间应变和畸变的基础上解释了与这些氯烃的制备和稳定性有关的一些重要结果。（作者）
• A new trifluoromethylating agent: synthesis of polychlorinated (trifluoromethyl)benzenes and 1,3-bis(trifluoromethyl)benzenes and conversion into their trichloromethyl counterparts and molecular structure of highly strained polychloro-m-xylenes
  作者：J. Castaner、J. Riera、J. Carilla、A. Robert、E. Molins、C. Miravitlles

  DOI：10.1021/jo00001a022

  日期：1991.1

  Mixtures of CCl3F and AlCl3 replace CF3 for H in polychlorobenzenes. Thus, by treatment of a solution of the suitable polychlorobenzene in CCl3F with AlCl3, the following compounds can be prepared: pentachloro- (2), 2,3,4,5-tetrachloro- (5), 2,3,4,6-tetrachloro- (8), 2,3,5,6-tetrachloro- (11), 2,3,4-trichloro- (14), 2,4,5-trichloro- (17), and 2,4,6-trichloro-1-(trifluoromethyl)benzene (20), as well as 4,5,6-trichloro- (31) and 2,4,6-trichloro-1,3-bis(trifluoromethyl)benzene (32). The reaction of the above-mentioned trifluoromethylated compounds with AlCl3 in CS2 yields their trichloromethyl counterparts: 3, 6, 9, 12, 15, 18, 21, 34, and 36. The chlorination of 32 or 36 by means of Silberrad's reagent (SO2Cl2, AlCl3, and S2Cl2) affords perchloro-m-xylene (38), a new highly strained chlorocarbon whose synthesis was attempted repeatedly in the past. 9, 15, 17, and 21, when treated with oleum and then with water, are converted into 2,3,4,6-tetrachloro- (22), 2,3,4-trichloro- (23), 2,4,5-trichloro- (24), and 2,4,6-trichlorobenzoic acid (25), respectively; under similar treatment, 34, 36, and 38 give 4,5,6-trichloro- (33), 2,4,5-trichloro- (35), and tetrachloroisophthalic acid (39), respectively. The formation of the (trifluoromethyl)benzenes is discussed, and in this connection it has been found that CCl3F solutions of 3 and 18 in the the presence of AlCl3 give back 2 and 17, respectively. Molecular structures of highly strained m-xylenes 36 and 38, as well as that of the much less strained 34, ascertained by X-ray analysis, are reported and commented. IR, UV, and NMR spectral data of the compounds synthesized are presented. The interesting UV spectrum of 21 is discussed.
• Ballester et al., Anales de la Real Sociedad Espanola de Fisica y Quimica, 1954, vol. <B> 50, p. 765,767
  作者：Ballester et al.

  DOI：——

  日期：——
• TETRAHEDRON LETT., 30,(1989) N9, C. 3825
  作者：

  DOI：——

  日期：——
• CASTANER, J.;RIERA, J.;CARILLA, J.;ROBERT, A.;MOLINS, E.;MIRAVITLLES, C., J. ORG. CHEM., 56,(1991) N, C. 103-110
  作者：CASTANER, J.、RIERA, J.、CARILLA, J.、ROBERT, A.、MOLINS, E.、MIRAVITLLES, C.

  DOI：——

  日期：——