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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


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Hai Yi et al.
Chemical communications (Cambridge, England), 46(37), 6941-6943 (2010-08-24)
3-Aryl-4-unsubstituted-6-CF(3)-pyridin-2-ones have been efficiently synthesized from readily available 4-aryl-3-carbamoyl-6-CF(3)-pyridin-2(1H)-ones by treatment with PhI(OAc)(2) in the presence of NaOH.
Jayasree Seayad et al.
Organic letters, 12(7), 1412-1415 (2010-03-13)
Copper(I) or -(II) salts with weakly coordinating anions catalyze the diacetoxylation of olefins efficiently in the presence of PhI(OAc)(2) as the oxidant under mild conditions. The reaction is effective for aryl, aryl alkyl, as well as aliphatic terminal and internal
Substrate dependence of nonlinear effects: mechanistic probe and practical applications.
Y K Chen et al.
Journal of the American Chemical Society, 123(22), 5378-5379 (2001-07-18)
Chunying Gao et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1060, 158-165 (2017-06-18)
25-hydroxyvitamin D3-3-sulfate (25-OHD3-S) and 25-hydroxyvitamin D3-3-glucuronide (25-OHD3-G) are major conjugative metabolites of vitamin D3 found in the systemic circulation and potentially important reservoirs for 25-hydroxyvitamin D3. Simultaneous and accurate quantification of these metabolites could advance assessment of the impact of
Jinbo Huang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(44), 13964-13967 (2012-09-22)
A metal-free synthesis of diversified benzimidazoles from N-arylamidines through a phenyliodine(III) diacetate (PIDA) promoted intramolecular direct C(sp(2))-H imidation has been developed. The reaction proceeds smoothly at 0 °C or ambient temperature to provide the desired products in good to excellent

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