2,3,5,6-四氯三氟甲苯 | 7656-99-7

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟甲苯系列
• 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: 2,3,5,6-四氯三氟甲苯
• 中文别名: 1,2,4,5-四氯-3-三氟甲苯
• 英文名称: 2,3,5,6-tetrachloro-1-(trifluoromethyl)benzene
• 英文别名: 2,3,5,6-tetrachlorotrifluoromethylbenzene；2,3,5,6-Tetrachlorobenzotrifluoride；1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene
• CAS: 7656-99-7
• 化学式: C₇HCl₄F₃
• 分子量: 283.892
• InChiKey: QMMJWQMCMRUYTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 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：
  3

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2903999090

反应信息

• 作为反应物：
  描述：

  2,3,5,6-四氯三氟甲苯 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
• 作为产物：
  描述：

  1,2,4,5-四氯苯 、 一氟三氯甲烷 在 三氯化铝 作用下， 以77%的产率得到2,3,5,6-四氯三氟甲苯
  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

• 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.
• Alikhanov, P. P.; Ushakov, A. A.; Kuznetsova, G. N., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, p. 734 - 740
  作者：Alikhanov, P. P.、Ushakov, A. A.、Kuznetsova, G. N.、Kalinachenko, V. R.、Motsarev, G. V.

  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：——
• New synthesis of polychloro(trifluoromethyl)benzenes and highly strained polychloro(trichloromethyl)benzenes
  作者：Juan Riera、Juan Castañer、José Carilla、Ana Robert

  DOI：10.1016/s0040-4039(01)80668-7

  日期：1989.1

  Several polycloro(trifluoromethyl)benzenes have been prepared by treatment of the corresponding polychlorobenzenes with CCl3F and AlCl3. The resulting trifluoromethyl derivatives, by reaction with the same inorganic halide in CS2, give their trichloromethyl analogues.

  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。