2.6- Diiodo-4-nitrophenol

Kaiser JA. 1964. Studies on the toxicity of diisophenol (2,6-diiodo-4-nitrophenol) to dogs and rodents plus some comparison with 2,4-dinitrophenol. Toxicol Appl Pharmacol 6 232-244. 

The important phenols that have shown marked activity against roundworms are hexylresorcinol (9), 2,4,5-trichlorophenol (10), 2,6-diiodo-4-nitrophenol (disophe-nol, 11), thymol (12), iodothymol (13) and 4-cyano-2-iodo-6-nitrophenol (nitro xynil,14) and butyphen (15). Of these disophenol (11) and nitroxynil (14) are commonly used as veterinary anthelmintics [11,23]. 

Diiodo-4-nitrophenol Disophenol C6H3I2N03 305-85-1 390.902 It ye cry (gl HOAc) 157 vs EtOH... 

Benzene at 110°C with H2O2 and I2 gives the /7-diiodo-derivative [266]. 2-Naphthol can be 1-iodinated under milder conditions in ethanol [267]. Industrial applications of iodination with H2O2 include manufacture of 2,6-diodo-4-nitrophenol (anthelminthic drug) [268] and of 2-iodo-4-chloro-metanilic acid (optical brightener intermediate) [269]. 

The cyanophenol herbicides, conceived as a variant of the nitrophenol types, have some special properties. A typical example is 2,6-diiodo-4-cyanophenol 6,48) (ioxynil, Actril ), introduced simultaneously by Wain (1963) and Carpenter and Heywood (1963). It is a contact herbicide which, like DNOC (6.45), powerfully uncouples oxidative phosphorylation (Section 4.4), in fact much more strongly than 2,4-dinitropheitiol does (Kerr and Wain, 1964). It is selective against young dicotyledonous... 

---