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The first to investigate trifluoromethyl groups in relationship to biological activity was F. Lehmann in 1927. [5] An early review appeared in 1958. [6] An early synthetic method was developed by Frédéric Swarts in 1892, [7] based on antimony fluoride. In this reaction benzotrichloride was reacted with SbF 3 to form PhCF 2 Cl and PhCF 3.
Trifluoromethyl group covalently bonded to an R group. The trifluoromethyl group is a functional group that has the formula-CF 3. The naming of is group is derived from the methyl group (which has the formula -CH 3), by replacing each hydrogen atom by a fluorine atom. Some common examples are trifluoromethane H– CF 3, 1,1,1-trifluoroethane H ...
3-(Trifluoromethyl)aniline is an organic compound with the formula CF 3 C 6 H 4 NH 2. It is one of three isomers of trifluoromethylaniline. It is one of three isomers of trifluoromethylaniline. Classified as an aromatic amines , they are colorless liquids.
Substituents add ortho to the amine in diethyl-(para-methyl)aniline and ortho to the amide in para-cyanobenzamide; In particular, ortho/para directors control over meta ones. Substituents add ortho to the amine in diethyl-(meta-trifluoromethyl)aniline and ortho to the fluoride in para-fluorobenzaldehyde
4-Fluoroaniline can be prepared by the hydrogenation of 4-nitrofluorobenzene. [2] It is a common building block in medicinal chemistry and related fields. [3] For example, it is a precursor to the fungicide fluoroimide or the fentanyl analogue parafluorofentanyl. It has also been evaluated for the production of ligands for homogeneous catalysis ...
It is unclear why trifluralin's exotic 4-trifluoromethyl was tested so early (1960), before more common candidates such as fluoro, bromo, or iodo. [ 7 ] By 1968, trifluralin was internationally available, including Australia and New Zealand, [ 6 ] and trifluralin was the 5th most used herbicide in the US, at 22,960,000 pounds (10,410 t) by 1974.
Dimethylaniline undergoes many of the reactions expected for an aniline, being weakly basic and reactive toward electrophiles. [6] It is nitrated to produce tetryl, a derivative with four nitro groups which was once used as explosive. In acidic solution, the initial nitration gives 3-nitrodimethylaniline. [7]
Typically these reactions would be conducted in the presence of a base which serves to absorb the HCl. Alkyl chloroformate esters degrate to give the alkyl chloride, with retention of configuration: ROC(O)Cl ' → RCl + CO 2. The reaction is proposed to proceed via a substitution nucleophilic internal mechanism. [3]
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