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[Bis(trifluoroacetoxy)iodo]benzene, 97%
CAS: 2712-78-9 | C10H5F6IO4 | 430.041 g/mol
$84.90 - $229.49
Chemical Identifiers
| CAS | 2712-78-9 |
|---|---|
| Molecular Formula | C10H5F6IO4 |
| Molecular Weight (g/mol) | 430.041 |
| MDL Number | MFCD00009672 |
| InChI Key | PEZNEXFPRSOYPL-UHFFFAOYSA-N |
| Synonym | bis trifluoroacetoxy iodo benzene, pifa, unii-659sfv27xs, bis-trifluoroacetoxyiodobenzene, phenylbis trifluoroacetato-o iodine, bis i,i-trifluoroacetoxy iodobenzene, iodine, phenylbis trifluoroacetato-o, bis trifluoracetoxy-iodobenzene, bis trifluoroacetoxy phenyl iodane |
| PubChem CID | 102317 |
| IUPAC Name | [phenyl-(2,2,2-trifluoroacetyl)oxy-$l^{3}-iodanyl] 2,2,2-trifluoroacetate |
| SMILES | C1=CC=C(C=C1)I(OC(=O)C(F)(F)F)OC(=O)C(F)(F)F |
| Catalog Number | Mfr. No. | Quantity | Price | Quantity | |||||
|---|---|---|---|---|---|---|---|---|---|
| Catalog Number | Mfr. No. | Quantity | Price | Quantity | |||||
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AAL1514106
|
Thermo Scientific Chemicals
L1514106 |
5 g |
Each for $84.90
|
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|
AAL1514114
|
Thermo Scientific Chemicals
L1514114 |
25 g |
Each for $229.49
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Description
[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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications[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.
Solubility
Insoluble in water.
Notes
Light and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong bases.
Chemical Identifiers
| 2712-78-9 | |
| 430.041 | |
| PEZNEXFPRSOYPL-UHFFFAOYSA-N | |
| 102317 | |
| C1=CC=C(C=C1)I(OC(=O)C(F)(F)F)OC(=O)C(F)(F)F |
| C10H5F6IO4 | |
| MFCD00009672 | |
| bis trifluoroacetoxy iodo benzene, pifa, unii-659sfv27xs, bis-trifluoroacetoxyiodobenzene, phenylbis trifluoroacetato-o iodine, bis i,i-trifluoroacetoxy iodobenzene, iodine, phenylbis trifluoroacetato-o, bis trifluoracetoxy-iodobenzene, bis trifluoroacetoxy phenyl iodane | |
| [phenyl-(2,2,2-trifluoroacetyl)oxy-$l^{3}-iodanyl] 2,2,2-trifluoroacetate |
Specifications
| 2712-78-9 | |
| C10H5F6IO4 | |
| 5 g | |
| Light and moisture sensitive | |
| Insoluble in water. | |
| C1=CC=C(C=C1)I(OC(=O)C(F)(F)F)OC(=O)C(F)(F)F | |
| 430.041 | |
| 430.04 | |
| [Bis(trifluoroacetoxy)iodo]benzene |
| 122°C to 125°C | |
| MFCD00009672 | |
| 764767 | |
| bis trifluoroacetoxy iodo benzene, pifa, unii-659sfv27xs, bis-trifluoroacetoxyiodobenzene, phenylbis trifluoroacetato-o iodine, bis i,i-trifluoroacetoxy iodobenzene, iodine, phenylbis trifluoroacetato-o, bis trifluoracetoxy-iodobenzene, bis trifluoroacetoxy phenyl iodane | |
| PEZNEXFPRSOYPL-UHFFFAOYSA-N | |
| [phenyl-(2,2,2-trifluoroacetyl)oxy-$l^{3}-iodanyl] 2,2,2-trifluoroacetate | |
| 102317 | |
| 97% |
Safety and Handling
GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
H315-H319-H335
EINECSNumber : 220-308-0
TSCA : No
Recommended Storage : Keep cold
RUO – Research Use Only