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178721

Sigma-Aldrich

(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:
3240-34-4
Molecular Weight:
322.10
Beilstein:
1879369
EC Number:
221-808-1
MDL number:
MFCD00008692
UNSPSC Code:
12352002
PubChem Substance ID:
24850764
NACRES:
NA.22

Assay

98%

form

powder

reaction suitability

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

mp

161-163 °C (lit.)

SMILES string

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

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

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Application

Rh2(esp)2: An Exceptionally Efficient and Selective Catalyst for C-H Amination
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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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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.
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
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)
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Articles

Rh2(esp)2 Catalyst

New! Rh2(esp)2, and exceptionally efficient and selective catalyst for C-H amination.

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