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902772

Sigma-Aldrich

(Diacetoxyiodo)benzene solution

0.50 M solution in DCM

Sinônimo(s):

Iodobenzene diacetate, Iodosobenzene diacetate, Phenyl-iodanediyl diacetate

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About This Item

Fórmula linear:
C10H11IO4
Número CAS:
3240-34-4
Número MDL:
MFCD00008692
Código UNSPSC:
12352002

Formulário

liquid

adequação da reação

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

índice de refração

n/D 1.444

densidade

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

chave InChI

ZBIKORITPGTTGI-UHFFFAOYSA-N

Aplicação

Stoichiometric oxidant in the TEMPO oxidation of nerol to neral.[1] Oxidant employed in the rhodium-catalyzed aziridination of olefins with sulfamate esters.[2]
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.[3]
Used in the room temperature Pd-catalyzed 2-arylation of indoles
Useful reagent for the synthesis of a wide variety of heterocyclic compounds.[4][5]

Outras notas

Rh2(esp)2: An Exceptionally Efficient and Selective Catalyst for C-H Amination

produto relacionado

Nº do produto
Descrição
Preços

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H336,H351

Classificações de perigo

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

Órgãos-alvo

Central nervous system

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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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)
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
Lopa V Desai et al.
Journal of the American Chemical Society, 126(31), 9542-9543 (2004-08-05)
This communication describes a new palladium-catalyzed method for the oxygenation of unactivated sp3 C-H bonds. A wide variety of alkane substrates containing readily available oxime and/or pyridine directing groups are oxidized with extremely high levels of chemo-, regio-, and in
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
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