Chemical Properties
beige to greyish-brown crystalline powder. soluble in alcohol, ether and chloroform, slightly soluble in water.
Uses
4-dehydroanilinium ion, a stable distonic isomer of ionized aniline, by collision-activated dissociation of protonated 4-iodoaniline. Palladium-catalyzed carbonylation of 4-iodoaniline gave the corresponding four- armed star polybenzamides. 4-Iodoaniline is a iodine substituted aniline that is widely used as chemical intermediates in the manufacturing of dyes and drugs. 4-Iodoaniline was used to prepare phenyl functionalized graphene oxide (I-Ph-GO).
Uses
4-Iodoaniline is a iodine substituted aniline that is widely used as chemical intermediates in the manufacturing of pesticides, dyes and drugs. 4-Iodoaniline was shown to be a more potent nephrotoxica
nt in vitro than other anilines.
Preparation
4-Iodoaniline is obtained by the reaction of aniline and iodine in the presence of sodium bicarbonate. Add aniline and sodium bicarbonate to water and slowly add crushed iodine in stages with vigorous stirring. If the reaction solution is yellow, add a little sodium bisulfite to make it discolor, then filter and get the crude product. Then the product is recrystallized by ethanol to obtain 4-Iodoaniline.
General Description
4-Iodoaniline is the most potent methaemoglobin former.
Purification Methods
Crystallise it from pet ether (b 60-80o) by refluxing, then cool it in an ice-salt bath freezing mixture. Dry it in air. Alternatively, crystallise it from EtOH and dry it in vacuo for 6hours at 40o [Edidin et al. J Am Chem Soc 109 3945 1987]. The N-acetyl derivative has m 184o (from MeOH). [Beilstein 12 IV 1544.]
