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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

mp

161-163 °C (lit.)

functional group

iodo

Related Categories

Application

Stoichiometric oxidant in the TEMPO oxidation of nerol to neral. Oxidant employed in the rhodium-catalyzed aziridination of olefins with sulfamate esters.
Rh2(esp)2: An Exceptionally Efficient and Selective Catalyst for C-H Amination
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
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.
Jinbo Huang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(44), 13964-13967 (2012-09-22)
A metal-free synthesis of diversified benzimidazoles from N-arylamidines through a phenyliodine(III) diacetate (PIDA) promoted intramolecular direct C(sp(2))-H imidation has been developed. The reaction proceeds smoothly at 0 °C or ambient temperature to provide the desired products in good to excellent
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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