1,2,3-三氯-4-(三氟甲基)苯 | 61841-45-0

• 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: 1,2,3-三氯-4-(三氟甲基)苯
• 英文名称: 2,3,4-trichloro-1-(trifluoromethyl)benzene
• 英文别名: 2,3,4-trichlorotrifluoromethylbenzene；2,3,4-trichloro-benzotrifluoride；2,3,4-trichlorobenzotrifluoride；2,3,4-Trichlorbenzotrifluorid；1,2,3-Trichloro-4-(trifluoromethyl)benzene
• CAS: 61841-45-0
• 化学式: C₇H₂Cl₃F₃
• 分子量: 249.447
• InChiKey: HVYQJEDLPSKQGC-UHFFFAOYSA-N

物化性质

• 沸点：
  221.0±35.0 °C(Predicted)
• 密度：
  1.570±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  13
• 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

反应信息

• 作为反应物：
  描述：

  1,2,3-三氯-4-(三氟甲基)苯 在 三氯化铝 、 硫酸 、 甲基安非他命 作用下， 以 二硫化碳 为溶剂， 反应 30.0h， 生成 2,3,4-三氯苯甲酸
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1021/jo00001a022
• 作为产物：
  描述：

  三氯苯 在 四氯化钛 氢氟酸 作用下， 以 四氯化碳 、 水 为溶剂， 生成 1,2,3-三氯-4-(三氟甲基)苯
  参考文献：
  名称：

  Process for the preparation of polyhalogenated benzotrifluorides,

  摘要：

  多卤代苯三氟化物可以与弗里德尔-克拉夫特催化剂系列中的氯化物发生反应，生成相应的苯三氯化物，这些苯三氯化物可以在铁(III)氯化物存在的情况下被水水解，生成相应的苯甲酰氯。这些产物适用于制备药物和饲料添加剂的活性化合物的中间产物。

  公开号：

  US05599980A1

文献信息

• Nickel catalyst for the cyanation of aromatic halides
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0613719A1

  公开（公告）日：1994-09-07

  The invention relates to a nickel compound to be used as a catalyst for cyanation reactions, said nickel compound having a central nickel atom complexed by a diphosphine ligand. In said diphosphine ligand the P-atoms are interconnected through an aliphatic, cycloaliphatic or aromatic bivalent radical. The invention also relates to the use of said nickel compound and to a method of preparing an aromatic cyanide from an aromatic halide and an alkali metal cyanide in a substantially anhydrous non-dipolar aprotic solvent under the influence of a phosphine-nickel catalyst and in the presence of a salt of a transition metal.

  该发明涉及一种镍化合物，用作氰化反应的催化剂，所述镍化合物具有由双膦配体络合的中心镍原子。在所述双膦配体中，磷原子通过脂肪族、环脂肪族或芳香族双价基团相互连接。该发明还涉及所述镍化合物的使用以及一种从芳香卤化物和碱金属氰化物在影响磷-镍催化剂作用下，在一种基本无水的非极性脱水溶剂中，并在过渡金属盐存在的情况下制备芳香腈的方法。
• Method for preparing 2-chloro-6-trichloromethylpyridine through liquid phase photochlorination of 2-methylpyridine
  申请人：Zhejiang Avilive Chemical Co., Ltd.

  公开号：US10577326B1

  公开（公告）日：2020-03-03

  The present invention relates to a method for preparing 2-chloro-6-trichloromethylpyridine with product purity greater than or equal to 99.0% by using trifluoromethyl chlorobenzene as a solvent for reaction between 2-methylpyridine with chlorine gas, in which 2-methylpyridine and chlorine gas are used as starting materials, trifluoromethyl chlorobenzene is used as a solvent, 2-methylpyridine is prepared into a liquid raw material by using the solvent trifluoromethyl chlorobenzene, and the liquid raw material is continuously fed to perform liquid phase photochlorination reaction at temperature of 160-240° C. under irradiation of ultraviolet light to obtain 2-chloro-6-trichloromethylpyridine solution. Advantages: the selectivity of reaction for the production of 2-chloro-6-trichloromethylpyridine is improved, the content of components such as isomers and pentachloromethylpyridine in the crude product is decreased significantly, the crude product is easy to be purified to obtain the 2-chloro-6-trichloromethylpyridine product with purity greater than or equal to 99.0%, and the industrial production is facilitated; and secondly, not only can the reuse of the separated solvent in the preparation process of the 2,6-dichloropyridine product with purity greater than or equal to 99.0% be realized, but also the purposes of low pollution, low energy consumption and low cost in the preparation process are realized.

  本发明涉及一种制备纯度大于或等于99.0％的2-氯-6-三氯甲基吡啶的方法，其利用三氟甲基氯苯作为反应溶剂，在2-甲基吡啶与氯气之间的反应中，使用2-甲基吡啶和氯气作为起始原料，三氟甲基氯苯作为溶剂，通过使用三氟甲基氯苯溶剂将2-甲基吡啶制备成液体原料，并连续供给液体原料，在160-240°C的温度下，在紫外光照射下进行液相光氯化反应，以获得2-氯-6-三氯甲基吡啶溶液。优点：提高了生产2-氯-6-三氯甲基吡啶的反应选择性，明显降低了原料中异构体和五氯甲基吡啶等组分的含量，易于纯化原料以获得纯度大于或等于99.0％的2-氯-6-三氯甲基吡啶产品，并便于工业生产；其次，在制备纯度大于或等于99.0％的2,6-二氯吡啶产品的制备过程中，不仅可以实现分离溶剂的再利用，还实现了低污染、低能耗和低成本的目的。
• Method and production line for preparing 2,6-dichloropyridine through gas phase photochlorination of pyridine
  申请人：Zhejiang Avilive Chemical Co., Ltd.

  公开号：US10442766B1

  公开（公告）日：2019-10-15

  The present invention relates to a method for preparing 2,6-dichloropyridine with product purity greater than or equal to 99.0% through gas phase photochlorination of pyridine by using trifluoromethyl chlorobenzene as a solvent for reaction between pyridine and chlorine gas. Gasified pyridine and heated chlorine gas are enabled to continuously experience chlorination reaction under irradiation of ultraviolet light by using gasified pyridine and heated chlorine gas as starting materials and using heated trifluoromethyl chlorobenzene as a solvent, and a gas phase reaction product and the solvent are cooled to obtain pyridine chlorination solution. Advantages: firstly, it pioneers the precedent of direct and high-selectivity preparation of 2,6-dichloropyridine through gas phase photochlorination, and not only can the 2,6-dichloropyridine product with purity greater than or equal to 99.0% be obtained, but also industrial production is facilitated; and secondly, the selectivity of pyridine chlorination is high, the chlorination solution is subjected to crude distillation to separate high-boiling-point substances, the crude distillate is subjected to cooling crystallization or rectification to separate the solvent, the solvent is reused, and not only can the 2,6-dichloropyridine product with purity greater than or equal to 99.0% be obtained, but also the purposes of no pollution, low energy consumption and low cost can be realized.

  本发明涉及一种制备纯度大于或等于99.0%的2,6-二氯吡啶的方法，通过使用三氟甲基氯苯作为反应溶剂，在吡啶和氯气之间进行气相光氯化反应。通过使用气化的吡啶和加热的氯气作为起始物质，并使用加热的三氟甲基氯苯作为溶剂，使气化的吡啶和加热的氯气在紫外光照射下连续经历氯化反应，冷却气相反应产物和溶剂以获得吡啶氯化溶液。优点：首先，它开创了通过气相光氯化直接高选择性制备2,6-二氯吡啶的先例，不仅可以获得纯度大于或等于99.0%的2,6-二氯吡啶产品，而且有利于工业生产；其次，吡啶氯化的选择性高，氯化溶液经过粗馏分离高沸点物质，粗馏出物经冷却结晶或精馏分离溶剂，溶剂可重复使用，不仅可以获得纯度大于或等于99.0%的2,6-二氯吡啶产品，而且可以实现无污染、低能耗和低成本的目的。
• 1-arylpyrazoles, compositions and use
  申请人：Bayer Aktiengesellschaft

  公开号：US04936892A1

  公开（公告）日：1990-06-26

  A 1-arylpyrazole of the formula (I) ##STR1## in which R.sup.1 stands for hydrogen or nitro, R.sup.2 stands for hydrogen, for a radical ##STR2## or a radical --S(O).sub.n --R.sup.5, R.sup.3 stands for alkyl, for a radical ##STR3## or for a radical --S(O).sub.n --R.sup.5, and, in addition, in the case where R.sup.2 stands for a radical --SO.sub.2 --R.sup.5, R.sup.3 alternatively stands for an inorganic or organic cation bonded in the manner of a salt, where R.sup.4 stands for hydrogen, alkyl, alkenyl, alkinyl, monohalogenoalkyl, alkoxyalkyl, halogenoalkoxyalkyl, alkylthioalkyl, alkoxy, alkylthio, alkylsulphonylalkyl, alkylsulphinylalkyl, alkylamino, dialkylamino, optionally substituted cycloalkyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted arylthio, or for optionally substituted arylamino, X stands for oxygen or sulphur, R.sup.5 stands for alkyl, halogenoalkyl or for optionally substituted aryl, n stands for a number 0, 1 or 2, and Ar stands for one of the radicals ##STR4## wherein A.sup.1 stands for hydrogen, fluorine or chlorine, A.sup.2 stands for fluorine or chlorine and A.sup.3 stands for hydrogen or fluorine, but excluding the compounds 5-ethoxycarbonylamino-1-(2,3-dichloro-4-trifluoromethylphenyl)-4-nitro- pyrazol and 5-acetamido-1-2,5-difluoro-4-trifluoromethylphenyl)-pyrazole. Such 1-arylpyrazoles are useful as herbicides and as plant growth-regulating agents.

  公式（I）中的1-芳基吡唑，其中R.sup.1代表氢或硝基，R.sup.2代表氢，代表基团##STR2##或基团--S（O）.sub.n--R.sup.5，R.sup.3代表烷基，代表基团##STR3##或代表基团--S（O）.sub.n--R.sup.5，此外，在R.sup.2代表基团--SO.sub.2--R.sup.5的情况下，R.sup.3也可以代表以盐的方式结合的无机或有机阳离子，其中R.sup.4代表氢，烷基，烯基，炔基，单卤代烷基，烷氧基烷基，卤代烷氧基烷基，烷硫基烷基，烷氧基，烷硫基，烷基磺酰基烷基，烷基亚磺酰基烷基，烷基氨基，二烷基氨基，可选取代的环烷基，可选取代的芳基，可选取代的芳氧基，可选取代的芳硫基，或可选取代的芳基氨基，X代表氧或硫，R.sup.5代表烷基，卤代烷基或可选取代的芳基，n代表数字0,1或2，Ar代表以下基团之一##STR4##其中A.sup.1代表氢，氟或氯，A.sup.2代表氟或氯，A.sup.3代表氢或氟，但不包括化合物5-乙氧羰基氨基-1-（2,3-二氯-4-三氟甲基苯基）-4-硝基吡唑和5-乙酰胺基-1-2,5-二氟-4-三氟甲基苯基）-吡唑。这些1-芳基吡唑可用作除草剂和植物生长调节剂。
• 5-dichloroacetamido-4-nitro-1-aryl-pyrazoles, composition containing
  申请人：Bayer Aktiengesellschaft

  公开号：US04764202A1

  公开（公告）日：1988-08-16

  5-Dichloracetamido-4-nitro-1-aryl-pyrazoles of the formula ##STR1## in which R.sup.1 represents hydrogen, fluorine, chlorine or bromine, R.sup.2 represents hydrogen, fluorine or chlorine, R.sup.3 represents halogen, halogenoalkyl, halogenoalkoxy, halogenoalkylthio or halogenoalkylsulphonyl, R.sup.4 represents hydrogen, fluorine, or chlorine, and R.sup.5 represents fluorine, chlorine or bromine, but in the case in which R.sup.1 and R.sup.5 simultaneously represent chlorine and in addition R.sup.2 and R.sup.4 simultaneously represent hydrogen, R.sup.3 does not represent chlorine or trifluoromethyl, exhibit herbicidal and plant growth-regulating properties. Novel intermediates therefor are also shown.

  公式为##STR1##的5-二氯乙酰胺基-4-硝基-1-芳基吡唑酮，其中R.sup.1代表氢、氟、氯或溴，R.sup.2代表氢、氟或氯，R.sup.3代表卤素、卤代烷基、卤代烷氧基、卤代烷硫基或卤代烷磺酰基，R.sup.4代表氢、氟或氯，R.sup.5代表氟、氯或溴，但在R.sup.1和R.sup.5同时代表氯且此外R.sup.2和R.sup.4同时代表氢的情况下，R.sup.3不代表氯或三氟甲基，具有除草和植物生长调节性能。同时还显示了其新颖的中间体。