(Diacetoxyiodo)benzene Chemical Properties | |
Melting point | 161-163 °C(lit.) |
density | 1.6865 (estimate) |
storage temp. | -20°C |
solubility | INSOLUBLE |
form | Solution |
color | Clear to cloudy colorless to yellow |
Water Solubility | INSOLUBLE |
Sensitive | Light Sensitive |
BRN | 1879369 |
InChIKey | ZBIKORITPGTTGI-UHFFFAOYSA-N |
CAS DataBase Reference | 3240-34-4(CAS DataBase Reference) |
NIST Chemistry Reference | Iodobenzene diacetate(3240-34-4) |
EPA Substance Registry System | Iodine, bis(acetato-.kappa.O)phenyl- (3240-34-4) |
Safety Information | |
Hazard Codes | Xi |
Risk Statements | 36/37/38 |
Safety Statements | 22-24/25-37/39-26-36/37/39-27 |
RIDADR | 1479 |
WGK Germany | 3 |
RTECS | DA3525000 |
F | 4.10-8 |
Hazard Note | Irritant |
TSCA | Yes |
HazardClass | 6.1(b) |
PackingGroup | III |
HS Code | 29310095 |
(Diacetoxyiodo)benzene Usage And Synthesis | |
Chemical Properties | white to light yellow crystal powder |
Uses | (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. |
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.] |
(Diacetoxyiodo)benzene Preparation Products And Raw materials | |
Raw materials | Acetic acid glacial-->Acetic anhydride-->Hydrogen peroxide-->ACETIC ACID-->Iodobenzene |
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