232130

[Bis(trifluoroacetoxy)iodo]benzene

97%

• Sinónimos: PIFA
• Fórmula lineal: (CF₃CO₂)₂IC₆H₅
• Número de CAS: 2712-78-9
• Peso molecular: 430.04
• Beilstein/REAXYS Number: 764767
• EC Number: 220-308-0
• MDL number: MFCD00009672
• UNSPSC Code: 12352002
• PubChem Substance ID: 24853882
• NACRES: NA.22

Propiedades

• assay: 97%
• form: solid
• reaction suitability: reagent type: oxidant
• mp: 121-125 °C (lit.)
• functional group: fluoro; iodo
• SMILES string: FC(F)(F)C(=O)O[I](OC(=O)C(F)(F)F)c1ccccc1
• InChI: 1S/C10H5F6IO4/c11-9(12,13)7(18)20-17(6-4-2-1-3-5-6)21-8(19)10(14,15)16/h1-5H
• InChI key: PEZNEXFPRSOYPL-UHFFFAOYSA-N

Descripción

Application

Reactant or reagent for:

• Pummerer-like reactions
• Chemoselective deprotection of dimethoxybenzyl ethers
• Mediating oxidative cycloisomerization
• Tosyloxylation of anilides

Used for the direct α-hydroxylation of ketones under acidic conditions. Also employed as a p-fluorination reagent of 4-alkylphenols in the presence of HF·pyridine (cat. no. 184225) for synthesis of 4-fluorocyclohexa-2,5-dienones.
Reagent for the oxidation of N-acylhydrazones to 1,3,4-oxadiazoles. Promotes the cyclization of styryl amines to N-alkyl or N-aryl indoles.

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves