The synthesis and properties of some alkyliodophenols was written by Suter, C. M.;Schuetz, Robert D.. And the article was included in Journal of Organic Chemistry in 1951.SDS of cas: 75581-11-2 This article mentions the following:
Some alkyliodophenols are prepared to be tested for their bactericidal properties. Adding dropwise 58 g. Ac2O containing 0.1 cc. concentrated H2SO4 to 100 g. o-EtC6H4OH containing 0.1 cc. concentrated H2SO4 over a period of 3 hrs. and fractionally distilling the mixture through a 50-cm. Vigreux column give 81% o-EtC6H4OAc, b4 77-8°, d425 1.0334, nD25 1.5002. The following alkylphenyl acetates are prepared in the same way: o-Pr, b3 77-8°, d425 1.0165, nD25 1.5040, mol. refraction (MR) 51.958; o-Bu, b3 100-3°, d425 0.9881, nD25 1.4897, MR 56.227; o-Am, b3 104-6°, d425 0.9697, nD25 1.4888, MR 59.949; o-C6H13OH b4 113-16°, d425 0.9500, nD25 1.4973. o-MeC6H4OAc with ICl gives 4,2-IMeC6H3OAc, m. 55-6°, which, saponified with 10% NaOH 10 min. on a steam bath, gives 4,2-IMeC6H3, (I), m. 64-5°. Adding dropwise 0.81 g. Me2SO4 to 3 g. I in 5% NaOH within 0.5 hr. at 30° gives 4,2-IMeC6H3OMe, crystals from AcOH, m. 75-6°. Adding 150 g. iodine in 400 cc. H2O containing 98.5 g. KI to 75 g. p-MeC6H4OH in 400 cc. H2O containing 120 g. NaHCO3, shaking the mixture 3 hrs., extracting it with ether, and fractionating the residue of the washed (H2O, 5% Na2S2O3) and dried ether solution in vacuo give 12.4% 2,4-IMeC6H3OH, b3 96-8°, d425 1.684, nD25 1.5331, solubility in H2O 0.08%, in 20% EtOH 0.29%. In the same way the following substituted phenols are prepared (yield, b.p., d425, nD25, solubility (%) at 25° in H2O and in 20% EtOH, in the order given): I, 5.2%, b2 105-10°, m. 64-5°, -, -, 0.09, 0.16; 2-methyl-6-iodo, 4.2%, b2 70-5°, m. 15-16°, 1.661, 1.6100, 0.17, 0.34; 2-ethyl-4-iodo, 3%, b3 126-9°, m. 48-50°, -, -, 0.21, 0.28; 2-ethyl-6-iodo, 2.5%, b3 98-100°, 1.679, 1.6017, 0.09, 0.86; 4-ethyl-2-iodo, 26.2%, b4 98-100°, 1.670, 1.5750, 0.31, 0.45; 2-propyl-4-iodo, 1.5%, b2 119-20°, -, -, -, -; 2-propyl-6-iodo, 1.8%, b2 94-5°, 1.681, 1.5846, -, -; 4-propyl-2-iodo, 11%, b4 132-5°, 1.655, 1.5568, 0.009, 0.014; 4-butyl-2-iodo, 5.3%, b4 150-2°, 1.637, 1.5895, 0.00, 0.00. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2SDS of cas: 75581-11-2).
4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.SDS of cas: 75581-11-2
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem