Periodic acid dihydrate, with iodine

Periodic acid dihydrate, with iodine and durene to give iododurene, 51, 94 Phenols, from aryl methyl ethers, 53, 93 Phenylacetaldehyde, from 2-lithio-1,3,5-trithiane and benzyl bromide, 51, 43 Phenylacetic acid, bromination, 50, 31... 

Aromatic iodination (2, 220). In a procedure for the preparation of iododurene,3 a mixture of 13.4 g. (0.1 mole) of durene, 4.56 g. (0.02 mole) of periodic acid dihydrate, and 10.2 g. (0.04 mole) of iodine is stirred magnetically under reflux and treated with a... 

Aromatic iodination [1, 497, after citation of ref. 12]. Polyalkylbenzenes having bulky groups are not reactive toward iodine alone but may react in the presence of an oxidizing agent. In a detailed study of agents used in this connection (silver perchlorate, mercuric oxide, iodic acid, potassium persulfate, etc.) Japanese investigators123 found the combination of iodine with periodic acid dihydrate to be the most satisfactory. 

For iodination of 13.4 g. (0.1 m.) of durene, Suzuki introduced this amount of hydrocarbon into a 200-ml. two-necked flask fitted with a reflux condenser, a (hermometer, and a magnetic stirrer and added 4.56 g. (0.02 m.) of periodic acid dihydrate, 10.2 g. of iodine (0.04 m.), 100 ml. of acetic acid, 20 ml. of water, and 3 ml. of coned, sulfuric acid. The mixture was heated to 65-70° with stirring until the color of iodine disappeared (about 1 hr.). The mixture was then diluted with... 

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