[Bis(trifluoroacetoxy)iodo]benzene

[Bis(trifluoroacetoxy)iodo]benzene
  • CAS No.:2712-78-9
Other grades of this product :
[Bis(trifluoroacetoxy)iodo]benzene Basic information
Product Name:[Bis(trifluoroacetoxy)iodo]benzene
Synonyms:IODOSOBENZENE I,I-BIS(TRIFLUOROACETATE);IODINE, PHENYLBIS(TRIFLUOROACETATO)-;IODOBENZENE BIS(TRIFLUOROACETATE);IODOBENZENE I,I-BIS(TRIFLUOROACETATE);BTI;BIS(TRIFLUORACETOXY)- IODOBENZENE;[BIS(TRIFLUOROACETOXY)IODO]BENZENE;[Bis(trifluoroacetoxy)](phenyl)iodane
CAS:2712-78-9
MF:C10H5F6IO4
MW:430.04
EINECS:220-308-0
Product Categories:Carbazoles
Mol File:2712-78-9.mol
[Bis(trifluoroacetoxy)iodo]benzene Chemical Properties
Melting point 121-125 °C(lit.)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly)
form Crystalline Powder
color White to pale yellow
Water Solubility insoluble
Sensitive Moisture & Light Sensitive
BRN 764767
Stability:Air and Moisture Sensitive
CAS DataBase Reference2712-78-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
4.10-8-9-21
Hazard Note Irritant/Keep Cold
HazardClass IRRITANT, KEEP COLD, LIGHT SENSITIVE
HS Code 29036990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
[Bis(trifluoroacetoxy)iodo]benzene Usage And Synthesis
Chemical PropertiesWhite to pale yellow crystalline powder
UsesIn oxidation, cyclization, dehydrogenation, and dearomatization reactions.
Uses[Bis(trifluoroacetoxy)iodo]benzene acts as a reagent in Pummerer-like reactions. It plays an important role in the direct alfa-hydroxylation of ketones under acidic conditions. It is involved in the cyclization of styryl amines to N-alkyl or N-aryl indoles. It serves as a reagent for the chemoselective deprotection of dimethoxybenzyl ethers and tosyloxylation of anilides. Further, it is used in the synthesis of 1,3,4-oxadiazoles by the oxidation of N-acylhydrazones. In addition to this, it is employed in the Hofmann rearrangement for the conversion of cyclobutanecarboxamide to cyclobutylamine hydrochloride.
Purification MethodsCrystallise the iodo compound from warm trifluoroacetic acid and dry it over NaOH pellets. Recrystallise it also from Me2CO/pet ether. Its melting point depends on the heating rate. [Spyroudis & Varvoglis Synthesis 445 1975, application: Almond et al. Org Synth 66 132 1988.]
[Bis(trifluoroacetoxy)iodo]benzene Preparation Products And Raw materials
Raw materialsDichloromethane-->Hexane-->Hydrogen peroxide-->Trifluoroacetic anhydride-->Sodium percarbonate-->Iodobenzene
Preparation ProductsT-BUTYL TRIFLUOROACETATE

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