1-Bromo-3-(trifluoromethoxy)benzene

Clear very faintly yellow liquid

Preparation of l-bromo-3-trifluoromethoxybenzene with Br2 in acetic acid. 60 g of acetic acid are placed in a 100 cc flask, then slowly 30 g of 4- trifluoromethoxyaniline are added; the mixture is brought to 0-5°C and 27 g of elementary bromine are metered, slowly. A gas chromatograph analysis is performed at the end of the reaction:20percent of 4-trifluoromethoxyaniline, 37percent of mono-bromo-derivative as per the title, >41 percent of di-bromo-derivative.EXAMPLE 6 (COMPARATIVE) Preparation of l-bromo-3-trifluoromethoxybenzene with Br2 in water. 17.7 g of 4-trifluoromethoxyaniline and 53 g of water at room temperature are placed in a 100 cc flask, the mixture is brought to 35°C and 32 g of elementary bromine are metered slowly over a period of 2 hours. After 0.8 equivalents, a gas chromatograph analysis is performed:10percent of 4-trifluoromethoxyaniline, 34percent of mono-bromo-derivative as per the title, 54percent of di-bromo-derivative.EXAMPLE 3 (COMPARATIVE) Preparation of l-bromo-3-trifluoromethoxybenzene with DBI in concentrated sulphuric acid. 30.1 g of concentrated sulphuric acid (95-98percent) are placed in a 100 ml reactor and 10.1 g of 2-trifluoromethoxyaniline are added, dropwise. During said operation the temperature is maintained at approximately 40EXAMPLE 4 (COMPARATIVE) Preparation of l-bromo-3-trifluoromethoxybenzene with NBS in concentrated sulphuric acid. 30.3 g of concentrated sulphuric acid (95-98percent) are placed in a 100 ml reactor and 10 g of 2-trifluoromethoxyaniline are added, dropwise, as in the previous example at approximately 40-45

Molecular Weight:241.00
XLogP3:3.8
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:239.93976
Monoisotopic Mass:239.93976
Topological Polar Surface Area:9.2
Heavy Atom Count:12
Complexity:148
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes