1975-52-6

Basic information

• Product Name: 2-Methyl-5-nitrobenzoic acid
• Synonyms: Benzoic acid, 2-methyl-5-nitro-;5-NITRO-O-TOLUIC ACID;2-METHYL-5-NITROBENZOIC ACID;RARECHEM AL BO 0285;5-nitro-2-methyl benzoic acid;2-Methyl-5-nitro-benzoic Aci;2-Methyl-3-nitrobenzoic;2-Methyl-5-nitrobenzoic
• CAS NO: 1975-52-6
• Molecular Formula: C₈H₇NO₄
• Molecular Weight: 181.15
• EINECS: 217-829-0
• Product Categories: blocks;Carboxes;NitroCompounds;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Organic acids;Aromatics Compounds;Aromatics;Pyridines
• Mol File: 1975-52-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 177-180 °C(lit.)
• Boiling Point: 314.24°C (rough estimate)
• Flash Point: 163.5 °C
• Appearance: Yellow to beige/Crystalline Powder
• Density: 1.4283 (rough estimate)
• Vapor Pressure: 7.78E-06mmHg at 25°C
• Refractive Index: 1.5468 (estimate)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform
• PKA: 3.12±0.10(Predicted)
• Water Solubility: <0.1 g/100 mL at 22℃
• BRN: 2451300
• CAS DataBase Reference: 2-Methyl-5-nitrobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-5-nitrobenzoic acid(1975-52-6)
• EPA Substance Registry System: 2-Methyl-5-nitrobenzoic acid(1975-52-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-43-36/37/38-20/21/22
• Safety Statements: 37/39-36/37/39-26-22
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1975-52-6(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Solid

Uses

2-Methyl-5-nitrobenzoic Acid (cas# 1975-52-6) is a compound useful in organic synthesis.

General Description

Needles or beige solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Methyl-5-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

Flash point data for 2-Methyl-5-nitrobenzoic acid are not available; however, 2-Methyl-5-nitrobenzoic acid is probably combustible.

InChI:InChI=1/C8H7NO4/c1-5-2-3-6(9(12)13)4-7(5)8(10)11/h2-4H,1H3,(H,10,11)/p-1

Upstream product

• 99-51-4 4-nitro-o-xylene 
• 7697-37-2 nitric acid 
• 7664-93-9 sulfuric acid 
• 872791-71-4 (2-methyl-5-nitro-benzoyl)-malonic acid diethyl ester 
• 64-19-7 acetic acid 
• 77324-87-9 methyl 2-methyl-5-nitrobenzoate 
• 7745-93-9 2-bromo-4-nitrotoluene 
• 95-47-6 o-xylene 
• 529-19-1 2-Methylbenzonitrile 
• 89-71-4 2-Methyl-benzoic acid methyl ester 
• 939-83-3 2-cyano-4-nitrotoluene 
• 118-90-1 ortho-methylbenzoic acid 
• 619-04-5 3,4-dimethylbenzoic acid 

Downstream Products

• 28169-46-2 3,5-dinitro-o-toluic acid 
• 13304-20-6 4,4'-dinitro-bibenzyl-2,2'-dicarboxylic acid 
• 2840-04-2 5-amino-2-methylbenzoic acid 
• 64688-68-2 2-methyl-5-nitrobenzoyl chloride 
• 124358-24-3 ethyl 2-methyl-5-nitrobenzoate 
• 302964-25-6 2-Methyl-5-nitro-N-(2,4,6-trimethylphenyl)benzamide 
• 220876-62-0 4-[[(2-methyl-5-nitrophenyl)carbonyl]amino]-N-[[1-(phenylmethyl)cyclopentyl]carbonyl]-L-phenylalanine 
• 220876-85-7 N-[[1-[(4-methoxyphenyl)methyl]cyclopentyl]carbonyl]-4-[[(2-methyl-5-nitrophenyl)carbonyl]amino]-L-phenylalanine 
• 135721-86-7 1-methylethyl 5-amino-2-methylbenzoate 
• 208175-97-7 (S)-2-Methyl-N-(3-phenylpropan-1-ol-2-yl)-5-nitrobenzamide 
• 1093070-15-5 2-methyl-5-nitro-N-[(R)-1-(1-naphthyl)ethyl]benzamide 

Relevant articles and documents

Selective oxidation of substituted xylenes to toluic acids by hypochlorite-Ru system under phase transfer conditions

Instantaneous aqueous extraction of toluic acid salts is the basis for a novel selective process for the oxidation of a single methyl group of various xylenes; aqueous hypochlorite is inert towards methylbenzenes at pH higher than 9.0, however, in the presence of an organic solvent, a Ru catalyst and a phase transfer agent, rapid oxidation to benzoic acids is observed at 25°C.

Discovery of N-(3-(morpholinomethyl)-phenyl)-amides as potent and selective CB2 agonists

Recently sulfamoyl benzamides were identified as a novel series of cannabinoid receptor ligands. Replacing the sulfonamide functionality and reversing the original carboxamide bond led to the discovery of N-(3-(morpholinomethyl)-phenyl)-amides as potent and selective CB2 agonists. Selective CB2 agonist 31 (Ki = 2.7; CB1/CB2 = 190) displayed robust activity in a rodent model of postoperative pain.

Aromatic nitration using nitroguanidine and EGDN

Acid catalyzed nitration has been examined using a variety of novel nitration agents: guanidine nitrate (GN) and nitroguanidine (NQ) as well as the simple nitrate ester, ethylene glycol dinitrate (EGDN). Reactions with either activated or deactivated aromatic substrates proceed rapidly and in high yield. Regioselectivity was similar for all nitrating agents examined. The synthetic advantages of liquid EGDN include high solubility in organic solvents, strong nitration activity and ease of preparation.