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Merck

902772

Sigma-Aldrich

(Diacetoxyiodo)benzene solution

0.50 M solution in DCM

Synonym(e):

Iodobenzene diacetate, Iodosobenzene diacetate, Phenyl-iodanediyl diacetate

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About This Item

Lineare Formel:
C10H11IO4
CAS-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352002

Form

liquid

Eignung der Reaktion

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

Brechungsindex

n/D 1.444

Dichte

1.361 g/mL

InChI

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

InChIKey

ZBIKORITPGTTGI-UHFFFAOYSA-N

Anwendung

Stoichiometric oxidant in the TEMPO oxidation of nerol to neral. Oxidant employed in the rhodium-catalyzed aziridination of olefins with sulfamate esters.
Used in the room temperature Pd-catalyzed 2-arylation of indoles
Useful reagent for the synthesis of a wide variety of heterocyclic compounds.
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.

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Piktogramme

Health hazardExclamation mark

Signalwort

Warning

Gefahreneinstufungen

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Central nervous system

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Die Dokumentenbibliothek aufrufen

Renhua Fan et al.
Organic & biomolecular chemistry, 6(24), 4615-4621 (2008-11-29)
An efficient one-pot oxidative decarboxylation-Friedel-Crafts reaction of acyclic alpha-amino acid derivatives with electron-rich aromatic compounds is reported. The reaction is activated by the combination of iodobenzene diacetate, iodine and iron dust, resulting in a mild and simple reaction system. The
S Garadnay et al.
Current medicinal chemistry, 8(6), 621-626 (2001-04-03)
The reactions of morphine and its derivatives with phenyliodo(III)diacetate (PIDA) have been studied. This methodology has not been introduced to morphine alkaloids, despite the fact that such a strategy would ensure dearomatization of the electrophilic aromatic ring of morphine derivatives
Tetrahedron, 62, 11331-11331 (2006)
G Wells et al.
Journal of medicinal chemistry, 43(8), 1550-1562 (2000-04-26)
Hydroxylated styrenes (tyrphostins) undergo oxidation by hypervalent iodine oxidants such as [(diacetoxy)iodo]benzene (DAIB) to give a range of products depending on the structure of the phenolic substrate, the solvent, the oxidant stoichiometry, and the purification strategy. Conditions have been developed
Determination of vitamin C in tablets and fruits by titration with phenyliodosoacetate.
S K Vaidya et al.
Il Farmaco; edizione pratica, 37(1), 9-14 (1982-01-01)

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