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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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assay

98%

form

powder

reaction suitability

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

mp

161-163 °C (lit.)

functional group

iodo

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

Application

Stoichiometric oxidant in the TEMPO oxidation of nerol to neral. Oxidant employed in the rhodium-catalyzed aziridination of olefins with sulfamate esters.
Useful reagent for the synthesis of a wide variety of heterocyclic compounds.
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


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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Articles

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


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)



Global Trade Item Number

SKUGTIN
178721-1KG04061826714447
178721-5G04061838753908
178721-100G04061838753885
178721-25G04061838753892