902772
(Diacetoxyiodo)benzene solution
0.50 M solution in DCM
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Synonym(s):
Iodobenzene diacetate, Iodosobenzene diacetate, Phenyl-iodanediyl diacetate
Linear Formula:
C10H11IO4
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![[Bis(trifluoroacetoxy)iodo]benzene 97%](/deepweb/assets/sigmaaldrich/product/structures/238/293/71fcde9a-4afb-4cf5-9c22-8d8d68bf1ba4/640/71fcde9a-4afb-4cf5-9c22-8d8d68bf1ba4.png)
form
liquid
reaction suitability
reaction type: C-H Activation
reagent type: catalyst
reagent type: oxidant
refractive index
n/D 1.444
density
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
InChI key
ZBIKORITPGTTGI-UHFFFAOYSA-N
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.
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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Central nervous system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Tetrahedron, 62, 11331-11331 (2006)
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
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
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
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