90448-11-6

Upstream product

• 91828-08-9 3-bromo-9-methyl-9H-carbazole (2b) 
• 407-25-0 trifluoroacetic anhydride 
• 115777-53-2 3-iodo-9-methyl-9H-carbazole 
• 1484-12-4 N-methylcarbazole 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 1484-12-4 N-methylcarbazole 
• 112162-79-5 3-n-butyl-9-methylcarbazole 
• 112162-80-8 1,1,1-trifluoro-2-(9-methyl-3-carbazolyl)-2-hexanol 
• 112162-78-4 1,1,1-trifluoro-2,2-bis(9-methyl-3-carbazolyl)-2-hydroxyethane 
• 136346-82-2 1,1,1-trifluoro-2-(9-methyl-3-carbazolyl)-4-phenyl-2-hydroxy-butan-4-one 
• 136346-83-3 4,4,4-trifluoro-3-(9-methyl-3-carbazolyl)-1-phenyl-1-butyn-3-ol 

Relevant academic research and scientific papers

TRIFLUOROACETYLATION OF 3-HALO-9-METHYLCARBAZOLES

Trifluoroacetylation of 3-halo-9-methylcarbazoles at 110 deg C proceeds at 6-position.In the case of 3-bromo- and 3-iodo-derivatives, the reaction is complicated by competing processes of dehalogenation, followed by the halogenation of the substrate, leading to 3,6-dihalo derivatives.

TRIFLUOROACETYLATION OF 9-METHYLCARBAZOLE. 2. PECULIARITIES OF THE REACTION DUE TO THE PRESENCE OF TRIFLUOROACETIC ACID

A satisfactory model of the intermediate in the formation of polyaryltrifluoromethylmethanes in the trifluoroacetylation of 9- methylcarbazole is 1,1,1-trifluoro-2,2-bis(9-methyl-3-carbazolyl)-2-hydroxyethane.The kinetic isotope effect of the reaction was evaluated.It is shown that the rate of the reaction is determined by the formation of a ? complex.The trifluoromethylation of 9-methyl-carbazole at 110 deg C is accompanied by demethylation of the substrate under the influence of trifluoroacetic acid.