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Sigma-Aldrich

[Bis(trifluoroacetoxy)iodo]benzene

purum, ≥95.0% (AT)

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Synonym(s):
BTI, Iodobenzene I,I-bis(trifluoroacetate), PIFA
Linear Formula:
(CF3CO2)2IC6H5
CAS Number:
Molecular Weight:
430.04
Beilstein/REAXYS Number:
764767
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

assay

≥95.0% (AT)

form

solid

reaction suitability

reagent type: oxidant

mp

121-125 °C (lit.)
122-125 °C

SMILES string

FC(F)(F)C(=O)O[I](OC(=O)C(F)(F)F)c1ccccc1

InChI

1S/C10H5F6IO4/c11-9(12,13)7(18)20-17(6-4-2-1-3-5-6)21-8(19)10(14,15)16/h1-5H

InChI key

PEZNEXFPRSOYPL-UHFFFAOYSA-N

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Related Categories

Application

Reactant or reagent for:
  • Pummerer-like reactions
  • Chemoselective deprotection of dimethoxybenzyl ethers
  • Mediating oxidative cycloisomerization
  • Tosyloxylation of anilides

Other Notes

Reagent for dehydrogenation and oxidation reactions, review; New reagent for the direct conversions of amides to amines (Hofmann-type rearrangement) and key substance for carboxyterminal peptide sequencing; Smooth dethioacetalization to the carbonyls

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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