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iodosobenzene : ウィキペディア英語版
iodosobenzene

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Iodosobenzene or iodosylbenzene is an organoiodine compound with the empirical formula C6H5IO. This colourless solid compound is used as an oxo transfer reagent in research laboratories examining organic and coordination chemistry. It is related to the more popular reagent periodinane.
==Preparation and structure==
Iodosobenzene was first described by Conrad Willgerodt from iodobenzene. It is prepared by first oxidizing iodobenzene to the diacetate followed by hydrolysis:
:C6H5I + CH3CO3H + CH3CO2H → C6H5I(O2CCH3)2 + H2O
:C6H5I(O2CCH3)2 + H2O → C6H5IO + 2 CH3CO2H
The structure of iodosobenzene remains unverified crystallographically. Its low solubility in most solvents and vibrational spectroscopy indicate that it is not molecular, but is polymeric, consisting of I-O-I-O chains. The related diacetate, C6H5I(O2CCH3)2, illustrates the ability of iodine(III) to adopt a T-shaped geometry without multiple bonds.
Theoretical studies show that the bonding between the iodine and oxygen atoms in iodosobenzene represents a single dative I-O sigma bond, confirming the absence of the double I=O bond.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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