95192-59-9

Basic information

• Product Name: 4-METHOXY-2,6-DINITROBENZOIC ACID
• Synonyms: 4-METHOXY-2,6-DINITROBENZOIC ACID
• CAS NO: 95192-59-9
• Molecular Formula: C₈H₆N₂O₇
• Molecular Weight: 242.14
• Mol File: 95192-59-9.mol

Chemical Properties

• Boiling Point: 436.4°Cat760mmHg
• Flash Point: 217.7°C
• Appearance: /
• Density: 1.618g/cm³
• Vapor Pressure: 2.19E-08mmHg at 25°C
• Refractive Index: 1.625
• CAS DataBase Reference: 4-METHOXY-2,6-DINITROBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY-2,6-DINITROBENZOIC ACID(95192-59-9)
• EPA Substance Registry System: 4-METHOXY-2,6-DINITROBENZOIC ACID(95192-59-9)

Safety Data

• Hazardous Substances Data: 95192-59-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H6N2O7/c1-17-4-2-5(9(13)14)7(8(11)12)6(3-4)10(15)16/h2-3H,1H3,(H,11,12)

Upstream product

• 15012-38-1 methyl 2,4,6-trinitrobenzoate 
• 124-41-4 sodium methylate 
• 95192-66-8 methyl 4-methoxy-2,6-dinitrobenzoate 

Downstream Products

• 5327-44-6 3,5-dinitroanisole 
• 870553-40-5 N-(2-hydroxyphenyl)-2,6-dinitro-4-methoxybenzamide 

Relevant articles and documents

Synthetic utilization of polynitroaromatic compounds. 3. Preparation of substituted dibenz[b,f][1,4]oxazepine-11(10H)-ones from 2,4,6-trinitrobenzoic acid via nucleophilic displacement of nitro groups

1,3-Dinitrodibenz[b,f][1,4]oxazepin-11(10H)-one, prepared by intramolecular displacement of nitro group in N-(2-hydroxyphenyl)-2,4,6-trinitrobenzamide, reacts with O- and S-nucleophiles to yield the products of mono- or bis-substitution of the nitro group

Substituent Effects on the Decarboxylation of Dinitrobenzoate Ions, Representative Aromatic SE1 Reactions

Kinetics of decarboxylation, in water solution, of several 4-substituted 2,6-dinitrobenzoic and 2-substituted 4,6-dinitrobenzoic acids were determined, at several temperatures.The reactions are first order at the low concentrations employed, at which the acids are fully dissociated.Decarboxylation is accelerated by electron-attracting substituents; the Hammett ρ for the effects of 4-substituents is about +2.6.All the decarboxylations involve large positive enthalpies and entropies of activation.The solvent kinetic isotope effect (D2O/H2O) is not significantly different from unity.The data support a mechanism where in the substituted benzoate ion loses CO2 in the rate-determining step, forming a substituted aryl anion, which is then rapidly hydronated by the solvent.In the case of 2-methoxy-4,6-dinitrobenzoate ion, reaction occured with strikingly different activation parameters.