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178721

Sigma-Aldrich

(Diacetoxyiodo)benzene

98%

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Synonym(s):
Iodobenzene I,I-diacetate, Iodosobenzene I,I-diacetate
Linear Formula:
C6H5I(O2CCH3)2
CAS Number:
Molecular Weight:
322.10
Beilstein/REAXYS Number:
1879369
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

98%

form

powder

reaction suitability

reagent type: catalyst
reagent type: oxidant
reaction type: C-H Activation

mp

161-163 °C (lit.)

SMILES string

CC(OI(OC(C)=O)C1=CC=CC=C1)=O

InChI

1S/C10H11IO4/c1-8(12)14-11(15-9(2)13)10-6-4-3-5-7-10/h3-7H,1-2H3

InChI key

ZBIKORITPGTTGI-UHFFFAOYSA-N

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1 of 4

This Item
15230232130DX1545
vibrant-m

178721

(Diacetoxyiodo)benzene

vibrant-m

15230

[Bis(trifluoroacetoxy)iodo]benzene

vibrant-m

232130

[Bis(trifluoroacetoxy)iodo]benzene

vibrant-m

DX1545

N,N-Dimethylacetamide

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

solid

form

solid

form

liquid

assay

98%

assay

≥95.0% (AT)

assay

97%

assay

≥98% (GC)

mp

161-163 °C (lit.)

mp

121-125 °C (lit.), 122-125 °C

mp

121-125 °C (lit.)

mp

-20 °C

Application

Stoichiometric oxidant in the TEMPO oxidation of nerol to neral. Oxidant employed in the rhodium-catalyzed aziridination of olefins with sulfamate esters.
Unactivated sp3 C-H bonds of both oxime and pyridine substrates undergo highly regio- and chemoselective Pd(II)-catalyzed oxygenation with PhI(OAc)2 as a stoichiometric oxidant.
Used in the room temperature Pd-catalyzed 2-arylation of indoles
Useful reagent for the synthesis of a wide variety of heterocyclic compounds.

related product

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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A hypervalent (HV) iodine(III)-containing crosslinker, (diacryloyloxyiodo)benzene, is synthesized and its crystal structure is reported. Highly branched polymers with hypervalent iodine(III) groups as the building blocks present at the branching points are synthesized by copolymerization of tert-butyl acrylate and the diacrylate
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