5437-38-7

Prisms or white crystalline solid.

3-METHYL-2-NITROBENZOIC ACID(5437-38-7) is a nitrated carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry.

Insoluble in water.

Information concerning the flash point of this chemical is not available. 3-METHYL-2-NITROBENZOIC ACID is probably combustible.

white to slightly yellow crystalline powder

2-Nitro-m-toluic Acid, is a building block used for the synthesis of various compounds. It can be used for the synthesis of novel Indolin-2-one derivatives as protein tyrosine phosphatase 1B inhibitors.

General procedure for the synthesis of 3-methyl-2-nitrobenzoic acid from methyl 3-methyl-2-nitrobenzoate: To a 250 mL single-neck flask was added 19.5 g of methyl 3-methyl-2-nitrobenzoate, 50 mL of methanol, and 50 mL of 10.1% sodium hydroxide solution, and stirred until completely dissolved. The reaction was carried out at room temperature for 4.0 to 6.0 hours. Upon completion of the reaction, the methanol was removed by concentration via rotary evaporator. Subsequently, the pH of the reaction solution was slowly adjusted with dilute hydrochloric acid to 2 to 3. The resulting precipitate was filtered and washed with deionized water. Finally, the solid product was dried in a vacuum drying oven to afford 14.65 g of white solid 3-methyl-2-nitrobenzoic acid in 80.96% yield and 98.35% purity.

Recrystallise it from EtOH. The methyl ester has m 74o (from MeOH), and the amide [60310-07-8] M 180.1, has m 192o (needles from H2O, prisms from EtOH). [Beilstein 9 H 480, 9 IV 1722.]

[1] Patent: CN106496038, 2017, A. Location in patent: Paragraph 0025; 0027