Iodobenzene dichloride

Representative examples of the use of iodobenzene dichloride in oxidative chlorination reactions are compiled in TaUe 8.3. 

It may be recrystsUised from benzene, and will keep indefinitely (unlike the iodobenzene dichloride). 

Fit up a 1 -litre round-bottomed fiask for steam distillation (Fig. II, 40,1) and place in it 22 g. of iodosobenzene (Section IV,25) made into a thin paste with water (1). Steam distil until almost all the iodobenzene has been removed (about 9 g.) cool the residue in the fiask at once, filter the white solid with suction and dry in the air. Wash it with a little chloroform, filter with suction, and dry in the air upon filter paper. The yield is 10-5 g. It may be recrystallised from 800-900 ml. of water, lodoxybenzene melts with explosive decomposition at 237°. 

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Iodobenzene Dichloride C6H3ICI2, lodosobenzene, CsHsIO, and lodoxybenzene, CgH. IOi. 

Kinetic studies have been carried out using the 1 1-complex iodobenzene dichloride as a source of molecular chlorine. In acetic acid solutions, the dissociation of this complex is slower than the rate of halogenation of reactive aromatics such as mesitylene or pentamethylbenzene, consequently the rate of chlorination of these is independent of the aromatic concentration. Thus at 25.2 °C first-order chlorination rate coefficients were obtained, being approximately 0.2 x 10-3 whilst the first-order dissociation rate coefficient was 0.16 xlO-3 from measurements at 25.2 and 45.6 °C the corresponding activation energies... 

Iodoxybenzene has been prepared by the disproportionation of iodosobenzene,4Hi by oxidation of iodosobenzene with hypo-chlorous add or bleaching powder,7 and by oxidation of iodobenzene with hypochlorous acid or with sodium hydroxide and bromine.8 Other oxidizing agents used with iodobenzene include air,3 chlorine in pyridine,9 Caro s acid,19-11 concentrated chloric acid,15 and peracetic acid solution.13 Hypochlorite oxidation of iodobenzene dichloride has also been employed.14... 

It is convenient to describe here certain polyvalent iodine compoimds, formed by such substances as iodobenzene and p-iodotoluene. lodobenzeue in chloroform solution reacts readily with chlorine to form iodobenzene dichloride (phenyl iododichloride) (I) ... 

Hydrochloric acid not only provides the chloride counter-ion for the final product, but also effects the removal of any unreacted (I,I-bis(tri-fluoroacetoxy)iodojbenzene as the ether-soluble (I, I-dichloroiodo)benzene (iodobenzene dichloride). 

Iodine, detection of, 1041, 1042, 1043, 1045 recovery of, 647 Iodine monochloride, 974 5-Iodo-2-ammotoluene, 647 p-Iodoaniline, 647 Iodobenzene, 533, 538, 591, 598 Iodobenzene diacetate, 541 Iodobenzene dichloride, 534, 541 o-Iodobenzoic acid, 760... 

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