58502-59-3

Basic information

• Product Name: 2-formylbenzoic acid anion
• Synonyms: 2-formylbenzoic acid anion
• CAS NO: 58502-59-3
• Molecular Weight: 149.126
• Mol File: 58502-59-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-formylbenzoic acid anion(CAS DataBase Reference)
• NIST Chemistry Reference: 2-formylbenzoic acid anion(58502-59-3)
• EPA Substance Registry System: 2-formylbenzoic acid anion(58502-59-3)

Safety Data

• Hazardous Substances Data: 58502-59-3(Hazardous Substances Data)

Upstream product

• 6383-11-5 benzocyclobutene-1,2-dione 
• 132455-11-9 3-(3-Nitro-phenoxy)-3H-isobenzofuran-1-one 
• 132455-10-8 3-(3-Chloro-phenoxy)-3H-isobenzofuran-1-one 
• 132455-09-5 3-(3-methylphenoxy)-1,3-dihydro-1-isobenzofuranone 
• 61133-42-4 3-phenoxy-1,3-dihydro-1-isobenzofuranone 
• 4122-57-0 3-methoxy-3H-isobenzofuran-1-one 

Relevant articles and documents

Reactions of carbonyl compounds in basic solutions. Part 24. 1 The mechanism of the base-catalysed ring fission of substituted benzocyclobutene-1,2-diones

The rate coefficients for the base-catalysed ring fission of a series of substituted benzocyclobutenediones to give the corresponding 2-formylbenzoic acids have been determined in water at 25.0 and 60.0°C. The effects of 4-substituents and 4,5-di-substituents on the rates have been correlated using a modified Hammett equation to give a reaction constant, ρ, equal to ca. 3.6 at 25.0°C. The activation parameters have been calculated. The effect of solvent composition on the rates has been studied. The kinetic solvent isotope effect, product composition and enrichment in 18O-enriched water have also been studied. All the evidence indicates a mechanistic pathway which proceeds by rapid reversible addition of hydroxide anion to the dione, followed by intramolecular nucleophilic attack on the second carbonyl group and formation of a carbanionic intermediate.