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For example, reaction of aniline with sulfuric acid at 180 °C produces sulfanilic acid, H 2 NC 6 H 4 SO 3 H. If bromine water is added to aniline, the bromine water is decolourised and a white precipitate of 2,4,6-tribromoaniline is formed. To generate the mono-substituted product, a protection with acetyl chloride is required:
N-Methylaniline (NMA) is an aniline derivative. It is an organic compound with the chemical formula C 6 H 5 NH(CH 3). The substance is a colorless viscous liquid, Samples turn brown when exposed to air. The chemical is insoluble in water.
Anilinium chloride is the organic compound with the formula C 6 H 5 NH + 3 Cl −. A white solid, it is the chloride salt of anilinium, which is the conjugate acid of aniline, C 6 H 5 NH 2. Anilinium chloride is produced by treatment of aniline with hydrochloric acid. The cation consists of a phenyl ring attached to a tetrahedral ammonium center.
Sulfanilic acid can be produced by sulfonation of aniline with concentrated sulfuric acid. [5] This proceeds via phenylsulfamic acid; a zwitterion with a N-S bond. Eugen Bamberger originally proposed a mechanism involving a series of intramolecular rearrangements, with phenylsulfamic acid forming orthanilic acid, which rearranged to sulfanilic acid on heating.
4-Bromoaniline is a compound where an aniline molecule is substituted with a bromine atom on the para position. Commercially available, this compound may be used as a building block, e.g. in the preparation of monobrominated biphenyl via the Gomberg-Bachmann reaction .
Aniline reacts with acyl chlorides or carboxylic anhydrides to give anilides. For example, reaction of aniline with acetyl chloride provides acetanilide ( CH 3 −CO−NH−C 6 H 5 ). At high temperatures, aniline and carboxylic acids react to give anilides.
Ammonolysis reactions can be conducted with organic compounds to produce amines (molecules containing a nitrogen atom with a lone pair, :N), [2] or with inorganic compounds to produce nitrides. [3] [4] This reaction is analogous to hydrolysis in which water molecules are split.
The term nitroaniline in chemistry refers to a derivative of aniline (C 6 H 5 NH 2) containing a nitro group (—NO 2) There are three simple nitroanilines of formula C 6 H 4 (NH 2)(NO 2) which differ only in the position of the nitro group: 2-Nitroaniline; 3-Nitroaniline; 4-Nitroaniline