(Diacetoxyiodo)benzene

Description

PIDA is a hypervalent iodine reagent with a wide variety of uses in organic chemistry. A closely related reagent is PIFA.

Chemical properties

white to light yellow crystal powder

The Uses of (Diacetoxyiodo)benzene

(Diacetoxyiodo)benzene is a hypervalent iodine reagent that is used in conjunction with catalytic amount of sodium azide in acetonitrile, which enables oxidative decarboxylation of 2-aryl carboxylic a cid into the corresponding aldehydes, ketones and nitriles.

The Uses of (Diacetoxyiodo)benzene

(Diacetoxyiodo)benzene is a hypervalent iodine reagent that is used in conjunction with catalytic amount of sodium azide in acetonitrile, which enables oxidative decarboxylation of 2-aryl carboxylic acid into the corresponding aldehydes, ketones and nitriles.

What are the applications of Application

(Diacetoxyiodo)benzene is an oxidant employed in the cleavage of vic-glycols, hydroxylations and other oxidation reactions

What are the applications of Application

(Diacetoxyiodo)benzene, an oxidizing agent, has a wide range of applications. (Diacetoxyiodo)benzene, also known as Diacetoxy Iodobenzene, is used in wide range of medicals industrial applications as well as in human and animal nutrition products such as antiseptics and disinfectants, pharmaceutical intermediates, polarizing films for liquid crystal display [LCD] chemicals.

Origin

This reagent was originally prepared by Conrad Willgerod by reacting iodobenzene with a mixture of acetic acid and peracetic acid： 
C6H5I + CH3CO3H + CH3CO2H → C6H5I(O2CCH3)2 + H2O

Purification Methods

The purity of diacetoxyiodobenzene can be checked by treatment with H2SO4 then KI and the liberated I2 is estimated with standard thiosulfate. It has been recrystallised from 5M acetic acid and dried overnight in a vacuum desiccator over CaCl2. The surface of the crystals may become slightly yellow but this does not affect its usefulness. [Sharefkin & Saltzman Org Synth Coll Vol V 600 1973, Beilstein 5 IV 693.]