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3-Methyl-4-nitrobenzoic acid

Product Name
3-Methyl-4-nitrobenzoic acid
CAS No.
3113-71-1
Chemical Name
3-Methyl-4-nitrobenzoic acid
Synonyms
4-NITRO-M-TOLUIC ACID;4-Nitro-m-toluylsure;Methyl-4-nitrobenzoic;4-NITRO-3-METHYLBENZOIC ACID;4,3-NMBA;Fluralaner-027;RARECHEM AL BO 0346;-4-nitrobenzoic Acid;Fluralaner Impurity 48;m-Toluic acid, 4-nitro-
CBNumber
CB2720513
Molecular Formula
C8H7NO4
Formula Weight
181.15
MOL File
3113-71-1.mol
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3-Methyl-4-nitrobenzoic acid Property

Melting point:
216-218 °C (lit.)
Boiling point:
314.24°C (rough estimate)
Density 
1.4283 (rough estimate)
refractive index 
1.5468 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
slightly sol. in Alcohol
pka
3.49±0.10(Predicted)
form 
Amorphous Powder
color 
Yellow
Water Solubility 
<0.1 g/100 mL at 22 ºC
BRN 
1959154
InChIKey
XDTTUTIFWDAMIX-UHFFFAOYSA-N
CAS DataBase Reference
3113-71-1(CAS DataBase Reference)
NIST Chemistry Reference
3-Methyl-4-nitrobenzoic acid(3113-71-1)
EPA Substance Registry System
3-Methyl-4-nitrobenzoic acid (3113-71-1)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36-36/37/39-22
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29163900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M60600
Product name
3-Methyl-4-nitrobenzoic acid
Purity
99%
Packaging
25g
Price
$39.5
Updated
2023/06/20
TCI Chemical
Product number
M0565
Product name
3-Methyl-4-nitrobenzoic Acid
Purity
>98.0%(T)(HPLC)
Packaging
25g
Price
$32
Updated
2024/03/01
TCI Chemical
Product number
M0565
Product name
3-Methyl-4-nitrobenzoic Acid
Purity
>98.0%(T)(HPLC)
Packaging
500g
Price
$374
Updated
2024/03/01
Alfa Aesar
Product number
A15523
Product name
3-Methyl-4-nitrobenzoic acid, 99%
Packaging
100g
Price
$40.65
Updated
2024/03/01
Alfa Aesar
Product number
A15523
Product name
3-Methyl-4-nitrobenzoic acid, 99%
Packaging
500g
Price
$158.65
Updated
2024/03/01
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3-Methyl-4-nitrobenzoic acid Chemical Properties,Usage,Production

Description

In organic synthesis, 3-Methyl-4-nitrobenzoic acid (abbreviated as MNBA)  is the fine chemical product that adds value is higher; many critical organic products are obtained for raw material can synthesize further with it, as 4-chloro-quinazoline-6-ethyl formate, 2-n-propyl-4-methyl-6-carboxy benzimidazole, 4-methyl-2-ethyl-1H-benzoglyoxaline-6-methyl-formiate, 3,4-dihydro-4-quinazoline is with-6-formic acid, 4-aminophenyl-1,3-dioctyl phthalate, 4-Amino-3-methylbenzoic acid methyl esters, 4-nitrophenyl-1,3-dioctyl phthalate etc. In medicine, it is an essential intermediate in the synthesis of telmisartan (via esterification, reduction, butyrylation, nitration, reduction and cyclization), which is used to treat essential hypertension. Telmisartan is a drug belonging to the group of antagonists of angiotensin II receptors. The active ingredient telmisartan counteracts the effect of angiotensin II, allowing the arteries to relax, thereby reducing blood pressure. As a precursor, pharmaceutical researchers have also synthesized anti-cancer substances and AIDS drugs with MNBA[1].

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 Oxygen
Method 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.

References

[1] Yüfang Wu. “Solubility of 3-methyl-4-nitrobenzoic acid in binary solvent mixtures of {(1,4-dioxane, N-methyl-2-pyrrolidone, N,N-dimethylformamide) methanol} from T = (283.15 to 318.15) K: Experimental determination and thermodynamic modelling.” Journal of Chemical Thermodynamics 105 (2017): Pages 165-172.

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3-Methyl-4-nitrobenzoic acid Suppliers

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View Lastest Price from 3-Methyl-4-nitrobenzoic acid manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
3-Methyl-4-nitrobenzoic acid 3113-71-1
Price
US $980.00-750.00/ton
Min. Order
1ton
Purity
99%
Supply Ability
5000
Release date
2024-08-15
Asia Chem I and E (Jiangsu) Co Ltd
Product
3-Methyl-4-nitrobenzoic acid 3113-71-1
Price
US $20.90/Kg/Drum
Min. Order
25Kg/Drum
Purity
99.00%HPLC
Supply Ability
30tons/month
Release date
2021-09-17
WUHAN FORTUNA CHEMICAL CO., LTD
Product
3-Methyl-4-nitrobenzoic acid 3113-71-1
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
10 tons
Release date
2021-09-30

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