56148-83-5Relevant articles and documents
Preparation Method of 2, 6-Dichlor-4-Trifluoromethyl Aniline
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Page/Page column 3, (2009/10/01)
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.
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
Castaner, J.,Riera, J.,Carilla, J.,Robert, A.,Molins, E.,Miravitlles, C.
, p. 103 - 110 (2007/10/02)
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.
FEATURES OF THE HIGH CHLORINATION OF 4-CHLORO- AND 2,4-DICHLOROTRIFLUOROMETHYLBENZENE
Ushakov, A. A.,Alikhanov, P. P.,Motsarev, G. V.,Kalinachenko, V. R.,Kuznetsova, G. N.,Kolbasov, V. I.
, p. 1993 - 1996 (2007/10/02)
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.
