90500-13-3

Basic information

• Product Name: 2-iodosyl-5-methylbenzoic acid
• Synonyms: 2-iodosyl-5-methylbenzoic acid
• CAS NO: 90500-13-3
• Molecular Formula: C₈H₇IO₃
• Molecular Weight: 278.04385
• Mol File: 90500-13-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-iodosyl-5-methylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodosyl-5-methylbenzoic acid(90500-13-3)
• EPA Substance Registry System: 2-iodosyl-5-methylbenzoic acid(90500-13-3)

Safety Data

• Hazardous Substances Data: 90500-13-3(Hazardous Substances Data)

Upstream product

• 52548-14-8 2-iodoyl-5-methylbenzoic acid 

Downstream Products

• 6939-33-9 7-methyl-1-naphthalenol 
• 24894-78-8 6-methylnaphthalen-1-ol 

Relevant articles and documents

Substituted o-Iodoso- and o-Iodoxybenzoic Acids: Synthesis and Catalytic Activity in the Hydrolysis of Active Phosphorus Esters and Related Systems

2-Iodoso- and 2-iodoxybenzoic acids containing alkyl, alkyloxy, nitro, carboxyl, and water-solubilizing substituents have been synthesized, and their influence on the rates of hydrolysis of p-nitrophenyl diphenyl phosphate (PNPDPP), p-nitrophenyl isopropylphenylphosphinate (NPIPP), and p-nitrophenyl hexanoate (PNPH) has been determined in the presence of added cetyltrimethylammonium chloride (CTAC).All the compounds are true catalysts, with rates increasing with increasing catalyst concentration. 2-Iodoxybenzoic acids possess 60-110percent of the activity of their 2-iodosobenzoic acid analogues in 0.001 M CTAC.The effects of substituents of variable electronic and aqua/lipophilic character upon catalytic activity have been determined.Lipophilic substituents significantly enhanced the rates while simple ring substitution with electron-releasing and -withdrawing and water-soluble groups had only moderate effects.Extraordinary rate enhancements were obtained with 5-(2-hydroxyethoxy)-2-iodoxybenzoic acid and 5-(alkyloxy)-2-iodosobenzoic acid and -2-iodoxybenzoic acid derivatives, giving second-order rate constants of 400-5000 M-1 s-1.The efficient catalysis of the hydrolysis of active phosphorus derivatives renders these aromatic 2-iodoso- and 2-iodoxybenzoic acids potentially useful decontaminants.

ARYNIC SPECIES; EFFECT OF SUBSTITUENTS ON THE REACTIVITY OF MONOSUBSTITUTED DEHYDROBENZENES

Evidence is presented demonstrating the existence of free dehydrobenzenes in the thermal decomposition of diaryliodonium-2-carboxylates, and that o-benzyne itself and its 4-methyl-, 4-chloro-, 4-bromo- and 4-nitro-derivatives are generated from insoluble polymer-bound precursors and trapped by a second solid phase in Diels-Alder reactions.Lifetimes for these elusive species are determined.