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178721

Sigma-Aldrich

(Diacetoxyiodo)benzene

98%

Synonym(s):

Iodobenzene I,I-diacetate, Iodosobenzene I,I-diacetate

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About This Item

Linear Formula:
C6H5I(O2CCH3)2
CAS Number:
Molecular Weight:
322.10
Beilstein:
1879369
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

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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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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