[L15141] CAS 2712-78-9 | [Bis(trifluoroacetoxy)iodo]benzene, 97% | Alfa
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Brand: Alfa Aesar
2712-78-9 | C10H5F6IO4 | (bis(trifluoroacetoxy)iodo)benzene
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Chemical Identifiers
CAS
2712-78-9
Molecular Weight (g/mol)
430.04
Synonym
(bis(trifluoroacetoxy)iodo)benzene
SMILES
FC(F)(F)C(=O)O[I](OC(=O)C(F)(F)F)C1=CC=CC=C1
InChI Key
PEZNEXFPRSOYPL-UHFFFAOYSA-N
Molecular Formula
C10H5F6IO4
IUPAC Name
phenyl[(2,2,2-trifluoroacetyl)oxy]-λ³-iodanyl 2,2,2-trifluoroacetate
Specifications
Form
Crystals or powder or crystalline powder
Identification (FTIR)
Conforms
Appearance (Color)
White
Assay (Iodometric Titration)
≥96.0 to ≤104.0%
Melting Point (clear melt)
119.0-128.0?C
설명
[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.
[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.
Other References:
Beilstein:764767
GHS Hazard and Precautionary Statements
Hazard Statements:H315-H319-H335
GHS H StatementH315-H319-H335 Causes skin irritation.Causes serious eye irritation.May cause respiratory irritation.
Precautionary Statements:P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
Risk & Safety
TSCA:No
경고:RUO – Research Use Only
CAS2712-78-9FORMULAC10H5F6IO4EINECS220-308-0MDLMFCD00009672
| Pakage | 25g, 5g |
|---|---|
| brand | Alfa Aesar |
