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MilliporeSigma

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:
Molecular Weight:
322.10
Beilstein/REAXYS Number:
1879369
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

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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

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This Item
15230232130DX1545
assay

98%

assay

≥95.0% (AT)

assay

97%

assay

≥98% (GC)

reaction suitability

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

reaction suitability

reagent type: oxidant

reaction suitability

reagent type: oxidant

reaction suitability

-

form

powder

form

solid

form

solid

form

liquid

functional group

iodo

functional group

fluoro, iodo

functional group

fluoro, iodo

functional group

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

300

mp

161-163 °C (lit.)

mp

121-125 °C (lit.), 122-125 °C

mp

121-125 °C (lit.)

mp

-20 °C

Application

Stoichiometric oxidant in the TEMPO oxidation of nerol to neral.[1] Oxidant employed in the rhodium-catalyzed aziridination of olefins with sulfamate esters.[2]
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.[3]
Used in the room temperature Pd-catalyzed 2-arylation of indoles
Useful reagent for the synthesis of a wide variety of heterocyclic compounds.[4][5]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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