123084-61-7

Basic information

• Product Name: (2,6-dimethylphenyl)-λ³-iodanediyl diacetate
• Synonyms: (2,6-dimethylphenyl)-λ³-iodanediyl diacetate
• CAS NO: 123084-61-7
• Molecular Weight: 350.153
• Mol File: 123084-61-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2,6-dimethylphenyl)-λ³-iodanediyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (2,6-dimethylphenyl)-λ³-iodanediyl diacetate(123084-61-7)
• EPA Substance Registry System: (2,6-dimethylphenyl)-λ³-iodanediyl diacetate(123084-61-7)

Safety Data

• Hazardous Substances Data: 123084-61-7(Hazardous Substances Data)

Upstream product

• 79-21-0 peracetic acid 
• 608-28-6 2,6-dimethyliodobenzene 
• 64-19-7 acetic acid 

Downstream Products

• 1222531-87-4 1-[hydroxy(tosyloxy)iodo]-2,6-dimethylbenzene 
• 1449510-53-5 (2,6-dimethylphenyl)(phenyl)iodonium triflate 
• 1280203-63-5 N-(3,5-di(trifluoromethyl)phenyl)-1-(2,6-dimethylphenyl)-5-oxopyrrolidine-3-carboxamide 
• 87-62-7 2,6-dimethylaniline 
• 1222532-23-1 2-[¹⁸F]fluoro-1,3-dimethylbenzene 
• 131251-58-6 1-(2,4-dimethyl-3-iodophenyl)-1,2-propadiene 
• 131251-56-4 1-(2,4-dimethyl-3-iodophenyl)-2-propyne 

Relevant articles and documents

An Investigation of (Diacetoxyiodo)arenes as Precursors for Preparing No-Carrier-Added [18F]Fluoroarenes from Cyclotron-Produced [18F]Fluoride Ion

Treatment of (diacetoxyiodo)arenes (1a-1u) with cyclotron-produced [18F]fluoride ion rapidly affords no-carrier-added [18F]fluoroarenes (2a-2u) in useful yields and constitutes a new method for converting substituted iodoarenes into substituted [18F]fluoroarenes in just two steps.

Fast and high-yield microreactor syntheses of ortho -substituted [ 18F]Fluoroarenes from reactions of [18F]Fluoride ion with diaryliodonium salts

A microreactor was applied to produce ortho-substituted [ 18F]fluoroarenes from the reactions of cyclotron-produced [ 18F]fluoride ion (t1/2 = 109.7 min) with diaryliodonium salts. The microreactor provided a very convenient means for running sequential reactions rapidly with small amounts of reagents under well-controlled conditions, thereby allowing reaction kinetics to be followed and Arrhenius activation energies (Ea) to be measured. Prepared symmetrical iodonium chlorides (Ar2I+Cl-) rapidly (6H4, 51%) to high (Ar = Ph or 2-MeC6H4, 85%) decay-corrected radiochemical yields (RCYs) of a single radioactive product (Ar18F). Reaction velocity with respect to Ar group was 2-MeOC6H4 6H4. Activation energies were in the range 18-28 kcal/mol. Prepared unsymmetrical salts (e.g., 2-RC6H 4I+2′-R′C6H4X -; X = Cl or OTs) also rapidly gave two products (2-RC 6H418F and 2-R′C6H 418F) in generally high total RCYs (79-93%). Selectivity for product [18F]fluoroarene was controlled by the nature of the ortho substituents. The power of ortho substituents to impart an ortho-effect was in the following order:, 2,6-di-Me > 2,4,6-tri-Me > Br > Me > Et ≈ iPr ? H > OMe. For (2-methyphenyl)(phenyl)iodonium chloride, the time-course of reaction product selectivity was constant and consistent with the operation of the Curtin-Hammett principle. These results will aid in the design of diaryliodonium salt precursors to 18F- labeled tracers for molecular imaging. This article not subject to U.S. Copyright. Published 2010 by the American Chemical Society.

FURTHER FUNCTIONAL GROUP OXIDATIONS USING SODIUM PERBORATE

Sodium perborate in acetic acid is an effective reagent for the oxidation of aromatic aldehydes to carboxylic acids, iodoarenes to (diacetoxyiodo)arenes, azines to N-oxides, and various types of sulfur heterocycles to S,S-dioxides.Nitriles are unaffected by the reagent in acetic acid, but undergo smooth hydration to amides when aqueous methanol is employed as solvent.