2,3,4,6-tetrachloro-5-trifluoromethylpyridine | 162147-64-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,3,4,6-tetrachloro-5-trifluoromethylpyridine
• 英文别名: 3-trifluoromethyl-2,4,5,6-tetrachloropyridine；3-(trifluoromethyl)tetrachloropyridine；Tetrachloro-3-trifluoromethylpyridine；2,3,4,6-tetrachloro-5-(trifluoromethyl)pyridine
• CAS: 162147-64-0
• 化学式: C₆Cl₄F₃N
• 分子量: 284.88
• InChiKey: IQELVRYLKOKQOR-UHFFFAOYSA-N

物化性质

• 沸点：
  266.2±35.0 °C(Predicted)
• 密度：
  1.737±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3,4,6-tetrachloro-5-trifluoromethylpyridine 在 sodium azide 作用下， 以 水 、 丙酮 为溶剂， 反应 1.0h， 以95%的产率得到2,4,6-triazido-5-chloro-3-(trifluoromethyl)pyridine
  参考文献：
  名称：

  Synthesis and structure of asymmetric 2,4,6-triazidopyridines

  摘要：

  The reactions of 3-cyanotetrafluoropyridine and tetrachloro-3-trifluoromethylpyridine with sodium azide lead to the corresponding 2,4,6-triazido-5-cyano-3-fluoropyridine and 2,4,6-triazido-5-chloro-3-trifluoromethylpyridine. With the aid of comparative X-ray structural analysis of 2,4,6-triazido-5-cyano-3-fluoropyridine and its previously known 3-chloro-substituted derivative it was established that the geometric parameters and reactivity of the azide groups in the asymmetric 2,4,6-triazidopyridines depend not only on the position of these groups in the pyridine ring but also on their mutual orientation in space.

  DOI：

  10.1007/s10593-011-0841-x
• 作为产物：
  描述：

  Tetrachlornicotinsaeure 在 sulfur tetrafluoride 、 氢氟酸 作用下， 反应 7.0h， 以92%的产率得到2,3,4,6-tetrachloro-5-trifluoromethylpyridine
  参考文献：
  名称：

  Reactions of polyhalopyridines 6. Synthesis of the isomeric trifluoromethyl-tetrachloropyridines

  摘要：

  DOI：

  10.1007/bf01169838

文献信息

• 13C NMR study of some sulphur-containing 5-trifluoromethylpolychloro-pyridines
  作者：Nikolay N. Sveshnikov、Alexey M. Sipyagin、Olga V. Dobrokhotova

  DOI：10.1002/mrc.1260331207

  日期：1995.12

  A 13C NMR study of a series of novel 2,4‐thio‐substituted 5‐trifluoromethylpoly‐chloropyridines was carried out. The carbon chemical shifts and external long‐range 13C, 19F NMR coupling constants between the pyridine ring carbons and the trifluoromethyl group are reported.

  对一系列新型 2,4-硫代取代的 5-三氟甲基多氯吡啶进行了 13C NMR 研究。报道了吡啶环碳和三氟甲基之间的碳化学位移和外部长程 13C、19F NMR 耦合常数。
• Method for preparing pentachloropyridine by utilizing DCTF rectifying short steaming residues
  申请人：YANCHENG INSTITUTE OF TECHNOLOGY

  公开号：US10017473B1

  公开（公告）日：2018-07-10

  A method for preparing pentachloropyridine by utilizing DCTF rectifying short steaming residues, comprising the following steps: converting polymers in the residues through in situ catalytic cracking and vacuum distillation by using the catalytic degradation function of a catalyst formed by aluminum oxide, silicon oxide, zirconia, 4A zeolite, magnesium oxide, mordenite and HZSM-5 zeolite on the polymers in the DCTF rectifying short steaming residues into small molecular compounds and obtaining pentachloropyridine-containing crude oil; washing the pentachloropyridine-containing crude oil by using an aqueous solution of an alkaline assistant formed by sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, ammonium bicarbonate and sodium hydroxide, carrying out reduced pressure rectification, refrigerating crystallization, vacuum filtration or centrifuging separation, solvent washing, and vacuum drying method sequentially to obtain a pentachloropyridine product with a mass percentage content greater than 95% at a yield being 1-15% of the mass of the DCTF rectifying short steaming residues.

  一种利用 DCTF 整流短蒸残渣制备五氯吡啶的方法，包括以下步骤：利用氧化铝、氧化硅、氧化锆、4A 沸石、氧化镁、莫代石和 HZSM-5 沸石形成的催化剂对 DCTF 整流短蒸残渣中聚合物的催化降解作用，通过原位催化裂解和真空蒸馏将残渣中的聚合物转化为小分子化合物，得到含五氯吡啶的原油；用碳酸钠、碳酸钾、碳酸氢钠、碳酸氢钾、碳酸氢铵和氢氧化钠形成的碱性助剂水溶液洗涤含五氯吡啶的原油，进行减压精馏、依次进行减压精馏、冷冻结晶、真空过滤或离心分离、溶剂洗涤和真空干燥，得到质量百分含量大于 95%的五氯吡啶产品，收率为 DCTF 精馏短蒸残渣质量的 1-15%。
• Reactions of polyhalopyridines. 8. Reactions of polychlorotrifluoromethyl-pyridines with sodium N,N-dimethyldithiocarbamate. Structure of the 8-trifluoromethylbis-1,3-dithiolo-[4,5-b:4?,5?-e]-pyridine-2,6-dione molecule
  作者：A. M. Sipyagin、Z. G. Aliev

  DOI：10.1007/bf01171176

  日期：1994.9
• METHOD FOR PREPARING PENTACHLOROPYRIDINE BY UTIILIZING DCTF RECTIFYING SHORT STEAMING RESIDUES
  申请人：YANCHENG INSTITUTE OF TECHNOLOGY

  公开号：US20180194728A1

  公开（公告）日：2018-07-12

  A method for preparing pentachloropyridine by utilizing DCTF rectifying short steaming residues, comprising the following steps: converting polymers in the residues through in situ catalytic cracking and vacuum distillation by using the catalytic degradation function of a catalyst formed by aluminum oxide, silicon oxide, zirconia, 4A zeolite, magnesium oxide, mordenite and HZSM-5 zeolite on the polymers in the DCTF rectifying short steaming residues into small molecular compounds and obtaining pentachloropyridine-containing crude oil; washing the pentachloropyridine-containing crude oil by using an aqueous solution of an alkaline assistant formed by sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, ammonium bicarbonate and sodium hydroxide, carrying out reduced pressure rectification, refrigerating crystallization, vacuum filtration or centrifuging separation, solvent washing, and vacuum drying method sequentially to obtain a pentachloropyridine product with a mass percentage content greater than 95% at a yield being 1-15% of the mass of the DCTF rectifying short steaming residues.
• Reactions of polyhalopyridines 6. Synthesis of the isomeric trifluoromethyl-tetrachloropyridines
  作者：A. M. Sipyagin、B. V. Kunchenko

  DOI：10.1007/bf01169838

  日期：1994.5