[Bis(trifluoroacetoxy)iodo]benzene
[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 Reference
- 2712-78-9(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- F
- 4.10-8-9-21
- Hazard Note
- Irritant/Keep Cold
- HazardClass
- IRRITANT, KEEP COLD, LIGHT SENSITIVE
- HS Code
- 29036990
MSDS
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
[Bis(trifluoroacetoxy)iodo]benzene Usage And Synthesis
Chemical Properties
White to pale yellow crystalline powder
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.
Uses
In oxidation, cyclization, dehydrogenation, and dearomatization reactions.
Purification Methods
Crystallise 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 materials
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[Bis(trifluoroacetoxy)iodo]benzene(2712-78-9)Related Product Information
- (Trifluoromethoxy)benzene
- Iodine
- Ethylbenzene
- Anisole
- Allylbenzene
- Sodium triacetoxyborohydride
- (Diacetoxyiodo)benzene
- SILICON TETRAACETATE
- Acetoxyacetic acid
- Benzene
- Acetoxyacetyl chloride
- Povidone iodine
- 2-Phenoxyethanol
- Sliver bis(trifluoromethane sulfonimide)
- Cobalt bis(trifluoroMethylsulfonyl)iMide
- BIS(DICYCLOHEXYLPHOSPHINO)METHANE
- Bis(dibenzylideneacetone)palladium
- Bis(2-dicyclohexylphosphinophenyl)ether, 98%