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[Bis(trifluoroacetoxy)iodo]benzene, 97%, Thermo Scientific Chemicals

Catalog Number p-7046591
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Quantity:
5 g
25 g
This item is not returnable. View return policy
2712-78-9
C10H5F6IO4
430.041
MFCD00009672
PEZNEXFPRSOYPL-UHFFFAOYSA-N
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
102317
[phenyl-(2,2,2-trifluoroacetyl)oxy-$l^{3}-iodanyl] 2,2,2-trifluoroacetate
C1=CC=C(C=C1)I(OC(=O)C(F)(F)F)OC(=O)C(F)(F)F
This item is not returnable. View return policy
2712-78-9
C10H5F6IO4
430.041
MFCD00009672
PEZNEXFPRSOYPL-UHFFFAOYSA-N
bis trifluoroacetoxy iodo benzene, pifa, unii-659sfv27xs, bis-trifluoroacetoxyiodobenzene, phenylbis trifluoroacetato-o iodine, bis i,i-trifluoroacetoxy iodobenzene, iodine, phenylbis trifluoroacetato-o, bis trifluoracetoxy-iodobenzene, bis trifluoroacetoxy phenyl iodane
102317
[phenyl-(2,2,2-trifluoroacetyl)oxy-$l^{3}-iodanyl] 2,2,2-trifluoroacetate
C1=CC=C(C=C1)I(OC(=O)C(F)(F)F)OC(=O)C(F)(F)F

[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.
TRUSTED_SUSTAINABILITY
Melting Point 122°C to 125°C
Quantity 5 g
Beilstein 764767
Sensitivity Light and moisture sensitive
Solubility Information Insoluble in water.
Formula Weight 430.04
Percent Purity 97%
Chemical Name or Material [Bis(trifluoroacetoxy)iodo]benzene

RUO – Research Use Only

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