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662283

Sigma-Aldrich

Bis(tert-butylcarbonyloxy)iodobenzene

97%

Synonym(s):

(Di-tert-butylcarbonyloxyiodo)benzol, 2,2-Dimethylpropanoic acid, phenyliodine complex, Bis(2,2-dimethylpropanoato-O)phenyliodide, Di-(Pivaloyloxy)iodobenzene

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About This Item

Empirical Formula (Hill Notation):
C16H23IO4
CAS Number:
Molecular Weight:
406.26
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Pricing and availability is not currently available.

Quality Level

assay

97%

form

solid

reaction suitability

reagent type: catalyst
reaction type: C-H Activation

reagent type: oxidant

mp

104-109 °C

functional group

iodo

SMILES string

CC(C)(C)C(=O)O[I](OC(=O)C(C)(C)C)c1ccccc1

InChI

1S/C16H23IO4/c1-15(2,3)13(18)20-17(12-10-8-7-9-11-12)21-14(19)16(4,5)6/h7-11H,1-6H3

InChI key

DZKPLZUSZXYHFB-UHFFFAOYSA-N

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This Item
490636490679279455
mass shift

M+3

mass shift

M+3

mass shift

M+1

mass shift

M+1

isotopic purity

99 atom % 13C

isotopic purity

99 atom % 13C

isotopic purity

99 atom % 13C

isotopic purity

99 atom % 13C

form

solid

form

solid

form

solid

form

solid

mp

285-286 °C (lit.)

mp

285-286 °C (lit.)

mp

285-286 °C (lit.)

mp

285-286 °C (lit.)

suitability

endotoxin tested

suitability

-

suitability

-

suitability

-

Application

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

Reagent for:
  • Preparation of α,β-unsaturated-γ-lactams via Rh-catalyzed C-H amination of allene carbamates, then Ru-catalyzed cyclocarbonylation
  • Palladium-catalyzed diamination
  • Preparation of functionalized bicyclic heterocyclic compounds by rhodium-catalyzed allene amidation and cyclization
  • Preparation of piperidine and pyrrolidine derivatives via copper-catalyzed intramolecular aminoacetoxylation of aminoolefins
  • C-H acyloxylation of arenes

  • Hypervalent iodine oxidant
Hypervalent iodine reagent used with the Rh2(esp)2 catalyst (662623) in the amination of C-H bonds.[1]

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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