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Merck
CN

178721

(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
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
221-808-1
Beilstein/REAXYS Number:
1879369
MDL number:
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InChI key

ZBIKORITPGTTGI-UHFFFAOYSA-N

InChI

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

SMILES string

CC(OI(OC(C)=O)C1=CC=CC=C1)=O

assay

98%

form

powder

reaction suitability

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

Quality Level

functional group

iodo

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Bikash Dangi et al.
Chembiochem : a European journal of chemical biology, 19(21), 2273-2282 (2018-08-24)
CYP154C8 catalyzes the hydroxylation of diverse steroids, as has previously been demonstrated, by using an NADH-dependent system including putidaredoxin and putidaredoxin reductase as redox partner proteins carrying electrons from NADH. In other reactions, CYP154C8 reconstituted with spinach ferredoxin and NADPH-dependent
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.
Aldrichimica Acta, 27, 15-15 (1994)
Synlett, 221-221 (1994)
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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New! Rh2(esp)2, and exceptionally efficient and selective catalyst for C-H amination.

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