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178721 Sigma-Aldrich

(Diacetoxyiodo)benzene

98%

Synonym: Iodobenzene I,I-diacetate, Iodosobenzene I,I-diacetate

  • CAS Number 3240-34-4

  • Linear Formula C6H5I(O2CCH3)2

  • Molecular Weight 322.10

  •  Beilstein/REAXYS Number 1879369

  •  EC Number 221-808-1

  •  MDL number MFCD00008692

  •  PubChem Substance ID 24850764

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Properties

Related Categories C-H Activation, Catalysis and Inorganic Chemistry, Chemical Synthesis, Hypervalent Iodine, Oxidants,
Quality Level   200
assay   98%
reaction suitability   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

Description

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.

Packaging

1 kg in glass bottle

5, 25, 100 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
DA3525000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Allenylboronic Acid Pinacol Ester

The allenylboronate platform has recently been demonstrated to undergo multicomponent reactions in a completely regio- and stereoselective fashion.1 Yoshida and co-workers successfully utilized this ...
Aldrich ChemFiles 2007, 7.1, 6.
Keywords: Anti-depressants, Anti-inflammatory agents, Building blocks, Chemfiles

Rh2(esp)2 (7): An Exceptionally Efficient and Selective Catalyst for C–H Amination

By substituting tetramethylated m-benzenediproprionic acid 1 via a decarboxylative metathesis of Rh2(OAc)4 (Scheme 9), the Du Bois group at Stanford has improved the catalytic performance of Rh with ...
ChemFiles Volume 5 Article 10
Keywords: Aminations, Asymmetric synthesis, Catalysis, Cyclizations, Metathesis, Methods, Poisons, Solvents

Related Content

Rh2(esp)2 Catalyst

By substituting tetramethylated m-benzenediproprionic acid 1 via a decarboxylative metathesis of Rh2(OAc)4 (Scheme 1), the Du Bois group at Stanford has improved the catalytic performance of Rh with ...
Keywords: Aminations, Asymmetric synthesis, Catalysis, Cyclizations, Metathesis, Poisons, Solvents

Peer-Reviewed Papers
15

References

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