3113-71-1 Usage
Chemical Properties
white to light yellow crystal powder
Uses
3-Methyl-4-nitrobenzoic Acid is used as a reagent in the synthesis of influenza neuraminidase inhibitors with pyrrolidinobenzoic acid scaffold containing lipophilic side chains.
Preparation
3-Methyl-4-nitrobenzoic acid was synthesized via oxidation of 2,4-(dimethylnitrobenzene) with mole-(cular) oxygen catalyzed by cobalt acetate in acetic acid in the presence of an initiator.It was found that the yield of 3-methyl-4-nitrobenzoic acid increased remarkably with the addition of sodium bromide as a co-(catalyst).The reaction was carried out at 130 ℃ for 8 h at 0.8 MPa of oxygen in the presence of 0.017 mol of cobalt acetate,(0.017 mol) of sodium bromide,and 0.30 mol of 2-butanone with 1.00 mole of 2,4-dimethylnitrobenzene.(Under) these conditions 99% of the reactant converted with a selectivity of 52% to 3-methyl-4-(nitrobenzoic) acid,and the yield of 3methyl-4-(nitrobenzoic) acid was 51%.The reaction mechanism and the function of(sodium) bromide were discussed.According to the fact that the reaction could not proceed without the presence of an initiator,it was proposed that the reaction took place via a free radical mechanism,and(sodium) bromide reacted with Co(Ⅲ) to generate bromine radicals,which promoted the formation of benzyl radicals.Synthesis of 3-Methyl-4-nitrobenzoic Acid via Catalytic Oxidation with Molecular OxygenMethod for preparing 3-methyl-4-nitrobenzoic acid by oxidizing with nitric acid
General Description
Needles or off white powder.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
3-Methyl-4-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 3-Methyl-4-nitrobenzoic acid are not available; however, 3-Methyl-4-nitrobenzoic acid is probably combustible.
Check Digit Verification of cas no
The CAS Registry Mumber 3113-71-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,1 and 3 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 3113-71:
(6*3)+(5*1)+(4*1)+(3*3)+(2*7)+(1*1)=51
51 % 10 = 1
So 3113-71-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H7NO4/c1-5-4-6(8(10)11)2-3-7(5)9(12)13/h2-4H,1H3,(H,10,11)/p-1
3113-71-1Relevant articles and documents
Preparation method of 3 -methyl -4 - nitrobenzoic acid
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Paragraph 0013-0014, (2021/10/11)
The preparation method of 3 -methyl -4 -nitrobenzoic acid takes 2, 4 -dimethylnitrobenzene as a starting raw material and selectively oxidizes 4-position methyl to generate 3 - methyl -4 - nitrobenzoic acid. The reaction 30 °C is carried out at 5 hours, the reaction is finished after the reaction is finished, the solvent acetonitrile is recovered by rotary evaporation of the filtrate, and the mixture is filtered to obtain 3 - methyl -4 - nitrobenzoic acid, 2, 4 -dimethylnitrobenzene conversion rate ≥ 98% and 3 - methyl -4 - nitrobenzoic acid yield of 65%. The method is mild in condition, stable in reaction, stable in quality, simple in process and convenient to operate.
Synthesis method for 3-formyl-4-methyl nitrobenzoate
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Paragraph 0003; 0006, (2016/10/27)
The invention relates to a synthesis method for a compound, in particular to a synthesis method for 3-formyl-4-methyl nitrobenzoate.According to synthesis method, a simple and cheap preparation method for 3-formyl-4-methyl nitrobenzoate is supplied, the reaction conditions in the preparation process are mild, and the yield is high.
Regioselectivity nitration of aromatics with N2O5 in PEG-based dicationic ionic liquid
Wang, Peng-Cheng,Lu, Ming
supporting information; experimental part, p. 1452 - 1455 (2011/05/16)
Regioselective mononitration of simple aromatic compounds has been investigated with N2O5 as nitrating agent and a new PEG200-based dicationic acidic ionic liquid (PEG200-DAIL) as catalyst. The results of experiments show that this nitration system can significantly improve the para-selectivity of alkyl-benzenes and the ortho-selectivity of halogenated-benzenes. The PEG200-DAIL exhibits recyclable temperature-dependant phase behavior in CCl4 solvent, and it can be recycled without apparent loss of catalytic activity, and only 5% loss of weight is observed after six times recycling.