454-78-4

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 1651, 1950 DOI: 10.1021/ja01160a063

InChI:InChI=1/C7H3BrClF3/c8-5-3-4(7(10,11)12)1-2-6(5)9/h1-3H

Upstream product

• 98-56-6 4-chlorobenzotrifluoride 
• 74-11-3 para-chlorobenzoic acid 
• 5216-25-1 4-chlorotrichloromethylbenzene 
• 7439-89-6 iron 

Downstream Products

• 657-06-7 2-chloro-5-trifluoromethylbenzoic acid 
• 143925-49-9 2-phenyl-5-(trifluoromethyl)benzo[d]oxazole 
• 657-05-6 2-chloro-5-trifluoromethylbenzoyl chloride 
• 10157-85-4 1-(2-methylamino-5-trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline 
• 304463-89-6 2-chloro-N-phenethyl-5-trifluoromethyl-benzamide 
• 304463-91-0 1-(2-chloro-5-trifluoromethyl-phenyl)-3,4-dihydro-isoquinoline 
• 1192316-70-3 C₂₉H₂₀ClF₅N₂O₅ 
• 32137-20-5 1-chloro-2-fluoro-4-(trifluoromethyl)benzene 
• 1121600-05-2 tert-butyl 4-[2-chloro-5-(trifluoromethyl)phenyl]piperazine-1-carboxylate 
• 1309459-45-7 3-((2-chloro-5-(trifluoromethyl)phenyl)(hydroxy)methyl)benzonitrile 
• 1146214-95-0 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-trifluoromethyl-1-chlorobenzene 
• 1284229-86-2 5-(4-methoxyphenyl)-2-(trifluoromethyl)-5,6,6a,7,8,9-hexahydrophenanthridine 
• 1266244-60-3 C₁₈H₂₄ClF₃N₂O₂ 
• 1187442-23-4 (4-chlorophenyl)[2-chloro-5-(trifluoromethyl)phenyl]methanol 

Relevant academic research and scientific papers

Synthesis of racemic 1,2,3,4-tetrahydroisoquinolines and their resolution

1-Aniline-substituted 3,4-dihydroisoquinolines were obtained in various ways using the Bischler-Napieralski reaction. The effect of the protecting group at the aniline nitrogen atom on the course of the reaction has been studied and it was found that the N-phthalyl group was stable under the cyclization conditions. The dihydroisoquinolines were reduced to the racemic 1,2,3,4-tetrahydroisoquinolines which were resolved by crystallization of the diastereomeric tartrates. Two examples of 1,2,3, 4-tetrahydroisoquinolines were obtained in optically pure form (>99% ee).

A convenient new method for the bromination of deactivated aromatic compounds

Treatment of deactivated aromatic compounds with N-bromosuccinimide in trifluoroacetic acid solvent in the presence of sulfuric acid gave the corresponding monobromoaromatic compounds in good to excellent yields.

REACTIONS OF ORGANIC COMPOUNDS WITH SF4-HF-HALOGENATING AGENT SYSTEMS VI. REACTIONS OF BENZENE AND ITS DERIVATIVES WITH SF4-HF-Cl2(Br2)

In the reactions of benzene-carboxylic and -dicarboxylic acids with SF4-HF-Cl2(Br2), apart from the conversion of carboxyls into trifluoromethyl groups, there occurs the halogenation of the benzene ring with the formation of the corresponding chloro- and bromo-containing (trifluoromethyl)- and bis(trifluoromethyl)-benzenes.

M-Bromo-benzotrifluorides

A process for preparing an m-bromo-benzotrifluoride by brominating an unsubstituted, halo or alkyl substituted benzotrichloride in the presence of a catalyst and thereafter fluorinating the brominated product at elevated temperature and pressure. Also disclosed are new m-bromo-benzotrifluorides including 4-fluoro-3-bromo-benzotrifluoride and 4-methyl-3-bromobenzotrifluoride.