5437-38-7 Usage
Description
3-Methyl-2-nitrobenzoic acid, also known as 2-Nitro-m-toluic Acid, is a white to slightly yellow crystalline powder with prism or crystalline solid forms. It is a chemical compound that serves as a building block for the synthesis of various compounds.
Uses
Used in Pharmaceutical Industry:
3-Methyl-2-nitrobenzoic acid is used as a building block for the synthesis of novel Indolin-2-one derivatives, which act as protein tyrosine phosphatase 1B inhibitors. These inhibitors play a crucial role in the development of potential therapeutic agents for various diseases, including diabetes and obesity, by modulating the activity of specific enzymes involved in these conditions.
Used in Chemical Synthesis:
3-Methyl-2-nitrobenzoic acid is also utilized in the chemical synthesis of various compounds, contributing to the development of new materials and products across different industries. Its versatile chemical properties make it a valuable component in the creation of a wide range of chemical entities.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
3-Methyl-2-nitrobenzoic acid 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.
Fire Hazard
Information concerning the flash point of 3-Methyl-2-nitrobenzoic acid is not available. 3-Methyl-2-nitrobenzoic acid is probably combustible.
Purification Methods
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 5437-38-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,3 and 7 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5437-38:
(6*5)+(5*4)+(4*3)+(3*7)+(2*3)+(1*8)=97
97 % 10 = 7
So 5437-38-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H7NO4/c1-5-3-2-4-6(8(10)11)7(5)9(12)13/h2-4H,1H3,(H,10,11)/p-1
5437-38-7Relevant articles and documents
Preparation method of 2-amino-3-methyl-5-chlorobenzoic acid
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Paragraph 0056-0057; 0062-0063; 0067-0068; 0072-0073; 0077, (2021/05/12)
The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of 2-amino-3-methyl-5-chlorobenzoic acid. The preparation method provided by the invention comprises the steps of mixing m-toluic acid and nitric acid, and carrying out nitration reaction to obtain 2-nitro-3-methyl benzoic acid, wherein the mass concentration of the nitric acid is 60-75%; mixing the 2-nitro-3-methyl benzoic acid, a hydrogenation reduction reaction solvent and a hydrogenation catalyst, and carrying out hydrogenation reduction reaction in a hydrogen atmosphere to obtain 2-amino-3-methyl benzoic acid; and mixing the 2-amino-3-methyl benzoic acid, a chlorination reagent, benzoyl peroxide and a chlorination reaction solvent, and carrying out a chlorination reaction to obtain the 2-amino-3-methyl-5-chlorobenzoic acid. The preparation method provided by the invention has the advantages of cheap and easily available reaction raw materials, high product yield and high purity, and is easy for industrial production.
Method for synthesizing 2-nitro-3-methylbenzoic acid
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Paragraph 0043; 0045; 0047; 0049; 0051; 0053; 0058-0059, (2018/07/06)
The invention discloses a method for synthesizing 2-nitro-3-methylbenzoic acid. The method comprises that powdery meta-methylbenzoic acid and nitric acid undergo a reaction at -30 to -15 DEG C to produce a nitrification reaction solution, and the nitrification reaction solution is separated and purified to form a 2-nitro-3-methylbenzoic acid product. The method has simple processes, is easy to operate, has a high conversion rate of m-methylbenzoic acid, has high selectivity of 2-nitro-3-methylbenzoic acid, and has obvious environmental protection effects and significant economic benefits.
PROCESS TO PREPARE 3-METHYL-2-NITROBENZOIC ACID BY AIR OXIDATION
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Page/Page column 40; 41; 42, (2016/01/30)
A method for preparing 3-methyl-2-nitrobenzoic acid is disclosed wherein 1, 3 -dimethyl-2-nitrobenzene is combined with an oxidation catalayst in the presence of an oxygen source and an initiator, provided that less than 99% of the 1,3 -dimethyl-2- nitrobenzene is oxidized. A method for preparing compounds of Formula 7 and Formula 11 is also disclosed wherein the method is characterized by using 3-methyl-2-nitrobenzoic acid as prepared by the method disclosed above. wherein R1 is C1-C7 alkyl, C3-C6 cycloalkyl or C4-C7 alkylcycloalkyl