56148-83-5

Basic information

• Product Name: 2,4,5-Trichloro Benzotrifluoride
• Synonyms: 2,4,5-Trichloro Benzotrifluoride;1,2,4-trichloro-5-(trifluoromethyl)benzene
• CAS NO: 56148-83-5
• Molecular Formula: C₇H₂Cl₃F₃
• Molecular Weight: 249.4449896
• Mol File: 56148-83-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,4,5-Trichloro Benzotrifluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,5-Trichloro Benzotrifluoride(56148-83-5)
• EPA Substance Registry System: 2,4,5-Trichloro Benzotrifluoride(56148-83-5)

Safety Data

• Hazardous Substances Data: 56148-83-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,4,5-Trichloro Benzotrifluoride is used as an intermediate for the synthesis of various pharmaceutical compounds. It plays a crucial role in the production of drugs that can be used for the treatment of different medical conditions.
Used in Pesticide Industry:
In the pesticide industry, 2,4,5-Trichloro Benzotrifluoride is used as an intermediate in the manufacturing process of various pesticides. These pesticides are essential for controlling pests and protecting crops, ensuring food security.
Used in Organic Compounds Production:
2,4,5-Trichloro Benzotrifluoride is also used as an intermediate in the production of other organic compounds. These compounds have various applications in different industries, such as the chemical, plastics, and coatings industries.

Upstream product

• 98-56-6 4-chlorobenzotrifluoride 
• 98-15-7 3-chlorotrifluoromethylbenzene 
• 75-69-4 trichlorofluoromethane 
• 120-82-1 1,2,4-Trichlorobenzene 
• 66682-07-3 3,4,5-trichlorotrichlorotoluene 
• 2136-87-0 2,3,4,5-tetrachloro-1-(trichloromethyl)benzene 
• 13014-24-9 3,4-dichloro-1-trichloromethylbenzene 
• 27020-90-2 2,4,5-trichloro-1-(trichloromethyl)benzene 
• 320-60-5 2,4-dichloro-benzotrifluoride 

Downstream Products

• 50-82-8 2,4,5-trichlorobenzoic acid 
• 27020-90-2 2,4,5-trichloro-1-(trichloromethyl)benzene 
• 97985-54-1 2,3,4,5-tetrachloro-1-(trifluoromethyl)benzene 
• 489-14-5 2,5-dichloro-4-aminotrifluorotoluene 
• 320-53-6 2,4-dichloro-5-trifluoromethyl-aniline 
• 24279-39-8 2,6-dichloro-4-(trifluoromethyl)aniline 
• 455-14-1 4-trifluoromethylphenylamine 
• 86569-86-0 2,4,5-trichloro-benzoic acid ethyl ester 
• 70439-09-7 2,4,5-trichloro-benzoic acid amide 

Relevant articles and documents

Preparation Method of 2, 6-Dichlor-4-Trifluoromethyl Aniline

This invention is involved with a preparation method of 2,6-dichlor-4-trifluoromethyl aniline. With this process, 4-chlorotrifluoromethyl benzene is used as the starting material and subjected to halogenation reaction and ammoniation reaction and through separation of reaction products the desired 2,6-dichlor-4-trifluoromethyl aniline is obtained. In addition, ammonia is recovered from the surplus ammonia water in ammoniation reaction. This applied invention in characterized by simple process, cheap and easy-available raw materials, high reaction yield and friendly environment.

Process for the production of 4-amino-3,5-dichlorobenzotrifluoride with high purity commercial products being obtained in parallel

Process for the production of 4-amino-3,5-dichlorobenzotrifluoride comprising the stages:A) chlorination of 4-chlorobenzotrichloride, in the presence of a Lewis acid, in order to obtain a mixture of 3,4-dichlorobenzotrichloride and 3,4,5-trichlorobenzotrichloride and other chlorine derivatives by performing the reaction in such a manner as to obtain in the mixture of reaction products a quantity of 3,4,5-trichlorobenzotrichloride of greater than 10% by weight and preferably of between 20% and 30% by weight and a concentration of 3,4-trichlorobenzotrichloride of less than 90% by weight and preferably of between approx. 55% and 75% by weight, relative to the total weight of the chlorinated derivatives;B) fluorination with hydrofluoric acid of the mixture of chlorination products as obtained in stage A) in order to obtain the corresponding benzotrifluorides; andC) separation by distillation of the mixture of products of stage B) in order to obtain 3,4,5-trichlorobenzotrifluoride or an isomeric mixture of 3,4,5- and 2,4,5-trichlorobenzotrifluoride; andD) amination of 3,4,5-trichlorobenzotrifluoride or of said isomeric mixture.

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

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 yieldstheir 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 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.

RELATIONSHIPS AND KINETICS OF THE EXHAUSTIVE CHLORINATION OF m-CHLOROTRIFLUOROMETHYLBENZENE AND TRIFLUOROMETHYLBENZENE

The exhaustive electrophilic chlorination of m-chlorotrifluoromethylbenzene and trifluoromethylbenzene, catalyzed by ferric chloride , was investigated on the basis of a correlation approach.The relationships governing the regulation of the reactivity of the chlorine derivatives of trifluoromethylbenzene were studied.A quantitative relation was established between the direction of chlorination and the effects of the substituents; the effects of the latter remain unchanged in the polychloro derivatives of trifluoromethylbenzene, while the overall effect is close to additive.The distribution of the isomers was determined for various degrees of substitution of trifluoromethylbenzene: monochloro, 2- , 3- , 4- ; dichloro, 2,5- , 3,4- , 2,3- , 3,5- ; trichloro, 2,3,5- and 2,4,5- , 3,4,5- , 2,3,6- , 2,3,4- ; tetrachloro-, 2,3,5,6- , 2,3,4,5- .The following derivatives are formed during the chlorination of m-chlorotrifluoromethylbenzene: dichloro, 2,5- , 3,4- , 2,3- , 3,5- ; trichloro, 2,3,5- and 2,4,5- , 3,4,5- , 2,3,6- , 2,3,4- ; tetrachloro, 2,3,5,6- , 2,3,4,5- .The distribution of the isomers agrees with the distribution calculated on the basis of the employed parameters and the additivity principle.The compositions of the products with various degrees of chlorination are given satisfactorily by kinetic curves describing a multistage system of consecutive and parallel irreversible first-order reactions.

FEATURES OF THE HIGH CHLORINATION OF 4-CHLORO- AND 2,4-DICHLOROTRIFLUOROMETHYLBENZENE

The high electrophilic chlorination of 4-chloro- and 2,4-dichlorotrifluoromethylbenzenes was investigated under the conditions of catalysis by ferric chloride (80 deg C).The chlorination of 4-chlorotrifluoromethylbenzene gives only the 3,4-dichloride, and further substitution leads to a mixture of the 3,4,5-trichloride (72percent), the 2,4,5-trichloride (23percent), the 2,3,4-trichloride (5percent), and then 2,3,4,5-tetrachlorotrifluoromethylbenzene.The chlorination of 2,4-dichlorotrifluoromethylbenzene gives the 2,4,5-trichloride (80percent), the 2,3,4-trichloride (20percent), and the 2,3,4,5-tetrachloride.The reactivities of the compounds are consistent with the principle of additivity in the free energy of activation.