2-Iodo-4-nitroaniline

The removal of iodine from 2-iodo-4-nitroaniline in refluxing hydrochloric acid (ca. 100 °C), had a first-order rate coefficient of 4.7 x 10"5, and for 2-iodo-... 

Diazonium salt solutions that have been obtained from weakly basic amines in concentrated H2S04 with nitrosylsulfuric acid and 85 % phosphoric acid give good yields of the derived aryl iodides when treated with cold aqueous KI for example, the preparation of 1,2,3-triiodo-5-nitrobenzene from 2,6-diiodo-4-nitroaniline is described in detail in Organic Syntheses 1223 and m-iodonitrobenzene, l,2-diiodo-4-nitrobenzene, l,4-diiodo-2-nitrobenzene, and 1,2,4-tri-iodo-3-nitrobenzene have been obtained analogously.1224... 

Heptakis 6-0-t-butyldimethylsilyl-P-cyclodextrin, on reaction with 4-chloro-methyl-A -methyl-2-nitroaniline, affords the mono-3-substituted benzyl ether. P-Cyclodextrin carrying a 2-(naphthylmethyl) group at 0-6 exists with the aromatic rings within the cavity to an extent which is very temperature dependent. Temperature can therefore be used to control the degree of complexing of the aromatic system with a fluorescent naphthalene compound. Heptakis-[2,3-di-0-acetyl-6-deoxy-6-iodo]-P-cyclodextrin treated with 6-methoxycarbonyl-2-naphthol allowed access to the compound having naphthoic acid substituents at all of the primary positions, and this forms a very stable 1 1 complex with a merocyanine laser dye which is a mimic of the antenna function in photosynthesis and shows promise as a photochemical microreactor. Mono-[6-0-(8-qui-nolyl)]-P-cyclodextrin has been reported, and the stabilities of inclusion complexes with amino acid guests have been described. ... 

Yellow plates from EtOH. Mj. 74-5°. Very sol. cold EtOH. Sol. EtgO, CH. Heat with Cu at 230° —tetranitrodiphenyl. Hot ale. NHa —> 5-iodo>2>nitroaniline. 

---