680980-39-6

Basic information

• Product Name: 3,5-dimethyl(diacetoxy-λ³-iodanyl)benzene
• Synonyms: 3,5-dimethyl(diacetoxy-λ³-iodanyl)benzene
• CAS NO: 680980-39-6
• Molecular Weight: 350.153
• Mol File: 680980-39-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 3,5-dimethyl(diacetoxy-λ³-iodanyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dimethyl(diacetoxy-λ³-iodanyl)benzene(680980-39-6)
• EPA Substance Registry System: 3,5-dimethyl(diacetoxy-λ³-iodanyl)benzene(680980-39-6)

Safety Data

• Hazardous Substances Data: 680980-39-6(Hazardous Substances Data)

Upstream product

• 79-21-0 peracetic acid 
• 22445-41-6 3,5-dimethylphenyl iodide 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 75-07-0 acetaldehyde 

Downstream Products

• 154715-81-8 2-(3,5-dimethylphenyl)-1,3-benzoxazole 
• 1429318-42-2 di-(3,5-dimethylphenyl)iodoniumtriflate 
• 121957-03-7 3,5-dimethyl-1-iodosylbenzene 

Relevant articles and documents

Preparation and Synthetic Applicability of Imidazole-Containing Cyclic Iodonium Salts

A novel approach to the preparation of imidazole-substituted cyclic iodonium salts has been developed via the oxidative cyclization of 1-phenyl-5-iodoimidazole using a cheap and available Oxone/H2SO4 oxidative system. The structure of the new polycyclic heteroarenes has been confirmed by single-crystal X-ray diffractometry, revealing the characteristic structure features for cyclic iodonium salts. The newly produced imidazole-flanked cyclic iodonium compounds were found to readily engage in a heterocyclization reaction with elemental sulfur, affording benzo[5,1-b]imidazothiazoles in good yields.

SYNTHESIS OF HYPERVALENT IODINE REAGENTS WITH DIOXYGEN

Methods of synthesis of hypervalent iodine reagents and methods for oxidation of organic compounds are disclosed.

Iodine(III) Reagent-Mediated Intramolecular Amination of 2-Alkenylanilines to Prepare Indoles

A variety of 3-substituted and 2,3-disubstituted indoles were synthesized efficiently in good yields through the intramolecular amination of 2-alkenylanilines promoted by readily available iodine(III) reagents in a short reaction time. Mechanistic studies showed that the reaction pathway went through a nitrenium ion and that 3-acetoxy indoline was the key intermediate in the indole formation. The indole product was easily prepared on a gram scale and amination also proceeded smoothly using catalytic 3,5-dimethylphenyl iodine in the presence of mCPBA. Furthermore, the indolo[3,2-a]carbazole scaffold was prepared in good yield in six steps from commercial ortho-iodoaniline. (Figure presented.).