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

Key Documents

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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

200

functional group

iodo

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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.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000536158
0000536143
0000536158
0000536143
0000502511

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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
Hongzhang Han et al.
Macromolecular rapid communications, 40(10), e1900073-e1900073 (2019-04-04)
A hypervalent (HV) iodine(III)-containing crosslinker, (diacryloyloxyiodo)benzene, is synthesized and its crystal structure is reported. Highly branched polymers with hypervalent iodine(III) groups as the building blocks present at the branching points are synthesized by copolymerization of tert-butyl acrylate and the diacrylate
Tetrahedron, 62, 11331-11331 (2006)
Renhua Fan et al.
Organic & biomolecular chemistry, 6(24), 4615-4621 (2008-11-29)
An efficient one-pot oxidative decarboxylation-Friedel-Crafts reaction of acyclic alpha-amino acid derivatives with electron-rich aromatic compounds is reported. The reaction is activated by the combination of iodobenzene diacetate, iodine and iron dust, resulting in a mild and simple reaction system. The
S Garadnay et al.
Current medicinal chemistry, 8(6), 621-626 (2001-04-03)
The reactions of morphine and its derivatives with phenyliodo(III)diacetate (PIDA) have been studied. This methodology has not been introduced to morphine alkaloids, despite the fact that such a strategy would ensure dearomatization of the electrophilic aromatic ring of morphine derivatives
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Rh2(esp)2 Catalyst

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

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