Quick Search

PRODUCTS

NITROBENZOIC ACID

CAS NUMBER: 62-23-7

EC NUMBER: 200-526-2

MOLECULAR FORMULA: O2NC6H4CO2H

MOLECULAR WEIGHT: 167.12

 

 

Nitrobenzoic acid is a carboxylic acid derivative. 
Nitrobenzoic acid participates in the biosynthesis of the antibiotic aureothin. 

Infrared Fourier transform spectroscopic studies suggest that the molecules of Nitrobenzoic acid gets adsorbed on the surfaces of fine silver powder as carboxylate.
Nitrobenzoic acid is an intermediate for bulk drugs, especially in the manufacturing of folic acid, DABA, PABA and dye.

Nitrobenzoic acids are derivatives of Nitrobenzoic acid. 
Two are commercially important. 

They are about ten times more acidic than the parent Nitrobenzoic acid.
Nitrobenzoic acid can be prepared through the oxidation of styrene in boiling nitric acid.

The salts and esters of Nitrobenzoic acids are known as nitrobenzoates.
Nitrobenzoic acid is prepared by oxidation of 2-nitrotoluene.

Nitrobenzoic acid is a precursor to 3-aminoNitrobenzoic acid, which in turn is used to prepare some dyes. 
Nitrobenzoic acid can be prepared by nitration of Nitrobenzoic acid. 

Nitrobenzoic acid also can be prepared by treating benzaldehyde under nitration conditions, a process that initially converts the aldehyde to the acid.
Nitrobenzoic acid is a precursor to 4-aminoNitrobenzoic acid, which is in turn used to prepare the anesthetic procaine. 

Nitrobenzoic acid is prepared by oxidation of 4-nitrotoluene.
Nitrobenzoic acid is a Nitrobenzoic acid having the nitro group at the 4-position. 

Nitrobenzoic acid derives from a Nitrobenzoic acid. 
Nitrobenzoic acid is a conjugate acid of a 4-nitrobenzoate.

Nitrobenzoic acid appears as odorless pale yellow crystals. 
Nitrobenzoic acid was coupled to ionic liquid-immobilized o-phenylenediamine to form benzimidazole derivatives.

Nitrobenzoic acid is employed as a synthetic reagent and can function as a growth supplement for Pseudomonas fluorescens strain KU-7. 
Nitrobenzoic acid also finds its use as a reagent for protection of amine groups and in organic synthesis.

Nitrobenzoic acid is a reagent used in the coupling of allyl acetate to allylic, aliphatic and benzylic alcohols. 
Nitrobenzoic acid is also used as a chemoattractant against Pseudomonas strains.

Nitrobenzoic acids are derivatives of Nitrobenzoic acid. 
Two are commercially important. 

They are about ten times more acidic than the parent Nitrobenzoic acid. 
Nitrobenzoic acid can be prepared through the oxidation of styrene in boiling nitric acid. 

The salts and esters of Nitrobenzoic acids are known as nitrobenzoates. 
Nitrobenzoic acid and sodium benzoate are commonly used food preservative. 

In acidic conditions, Nitrobenzoic acid has inhibitory effect on yeast and mold. When pH value is 3 antibacterial strength, when pH was 6 for a lot of mould effect is very poor, so the inhibition the optimum pH value is 2.5-4.0. 
In the food industry with plastic barrels concentrated fruit and vegetable juice, the maximum usage shall not exceed 2.0g/kg; in the jam (not including canned), fruit juice (taste) drinks, soy sauce, vinegar in the maximum amount is 1.0g/kg; in Wine, candy, wine in the maximum amount of 0.8g/kg in the low salt; pickles, sauces, candied fruit, use the largest 0.5g/kg in carbonate; use the largest beverage 0.2g/kg. 

Because of solubility of Nitrobenzoic acid, when used will be stirring, or dissolved in a small amount of hot water or ethanol. 
The use of concentrated fruit juice in the soft drink used for Nitrobenzoic acid easily volatile with steam, Nitrobenzoic acid is commonly used in the sodium salt. 

Nitrobenzoic acid in food industry is a common preservative in dairy products, but not allowed to be added. 
In general, Nitrobenzoic acid is considered to be safe.

But for some special populations, including infants, long-term intake of Nitrobenzoic acid may lead to asthma, urticaria, metabolic acidosis and other adverse reactions. 
Nitrobenzoic acid is also used as a beverage. As the cream sweet perfume fragrance. 

Nitrobenzoic acid can also be used for chocolate, lemon, orange, sub berries, nuts, candied fruit and other edible flavor type. 
Tobacco flavor also commonly used. In addition of Nitrobenzoic acid is also used as a pesticide, medicine, dye, mordant and plasticizer agent for the production of raw materials, polyamide resin and alkyd resin modifying agent and steel equipment anti rust agent.

Nitrobenzoic acid is the simplest member of the aromatic carboxylic acid family. 
Nitrobenzoic acid is a weak acid that is a precursor for the synthesis of many important organic compounds. 

More than 90 percent of commercial Nitrobenzoic acid is converted directly to phenol and caprolactam. 
Nitrobenzoic acids use in the production of glycol benzoates for the application of plasticizer in adhesive formulations is increasing. 

The organic compound is also used in the manufacture of alkyd resins and drilling mud additive for crude oil recovery applications. 
Nitrobenzoic acid is also used as a rubber polymerization activator, retardant, resins, alkyd paint, plasticizers, dyestuffs, and fibers. 

Nitrobenzoic acid and its esters occur in apricots, cranberries, mushrooms and jasmine plants. 
The history of Nitrobenzoic acid dates back to sixteenth century. 

In the year of 1875 Salkowski a prominent scientist discovered its antifungal abilities. 
In medicine, Nitrobenzoic acid is the principal component of benzoin resin, and is a constituent of Whitfield’s ointment which is used for the treatment of fungal skin diseases such as tinea, ringworm, and athlete’s foot.

The industrial Nitrobenzoic acid is mainly by toluene liquid phase air oxidation preparation. 
The process was with cobalt naphthenate as catalyst, in response to temperature is 140-160 ℃ and operating pressure is 0.2-0.3MPa and response generation Nitrobenzoic acid. 

Reaction after steaming to toluene, and vacuum distillation and recrystallization to obtain the product. 
The process uses cheap raw materials, high yield. 

Therefore, Nitrobenzoic acid is industrial uses mainly the method.
Laboratory preparation method of the main reaction:

Nitrobenzoic acid 1.5g (1.7ml, 0.016mol), potassium permanganate 5g (0.032mol), CTAB(cetyl trimethyl ammonium bromide) 0.1g.
With 100 ml round bottom flask. 

Install a refluxing device. add 5g potassium permanganate, 0.1g of hexadecyl trimethyl ammonium bromide, 1.7 ml of toluene and 50 ml of water to the reaction flask, stir heated boiling (vigorous stirring, violent boiling), keep the reactant solution stable boiling.
When large amounts of brown precipitate, potassium permanganate purple shallow or disappeared, the toluene layer disappeared, reaction has basically ended. 

Filter out of manganese dioxide precipitation, landfill leachate by concentrated hydrochloric acid, precipitation of Nitrobenzoic acid precipitation, filtering to the crude product.
The crude product water recrystallization. 

In a boiling water bath for drying, weighing, measuring the melting point.
Nitrobenzoic acid is a colorless crystalline solid and a simple aromatic carboxylic acid. 

The name derived from gum benzoin, which was for a long time the only source for Nitrobenzoic acid. 
Nitrobenzoic acids salts are used as a food preservative and Nitrobenzoic acid is an important precursor for the synthesis of many other organic substances. 

The salts and esters of Nitrobenzoic acid are known as benzoates.
Nitrobenzoic acid is almost odorless or exhibits a faint urine, almond odor and a sweet–sour to acrid taste. 

Nitrobenzoic acid as an article of commerce is in the form of a white powder or flakes. 
Nitrobenzoic acid can be mixed dry into bulk liquids and dissolves promptly. 

The pH range for optimum microbial inhibition by Nitrobenzoic acid is 2.5 to 4.0, which is lower than that of sorbic acid or propionic acid. 
Thus, benzoates are well adapted for the preservation of food, which are acid, or readily acidified, such as carbonated beverages, fruit juices, cider, pickles and sauerkraut.

Nitrobenzoic acid,C6H5COOH, also known as benzene carboxylic acid and phenyl formic acid,is a colorless, monoclinic crystalline solid that has a melting point of 122.4"C and sublimes readily at 100·C. 
Nitrobenzoic acid is an aromatic carboxylic acid that is slightly soluble in water and moderately soluble in alcohol and ether. 

Nitrobenzoic acid is used as a preservative and its derivatives are valuable in medicine, commerce, and industry.
Nitrobenzoic acids are derivatives of Nitrobenzoic acid. 

Nitrobenzoic acid appears as a white crystalline solid. Slightly soluble in water. 
The primary hazard is the potential for environmental damage if released. 

Immediate steps should be taken to limit spread to the environment.
Used to make other chemicals, as a food preservative, and for other uses.

Two of them are commercially important.
They are about ten times more acidic than the main Nitrobenzoic acid.

Nitrobenzoic acid can be prepared by oxidation of styrene in boiling nitric acid.
Salts and esters of Nitrobenzoic acids are known as nitrobenzoates.

Nitrobenzoic acid is a compound comprising a benzene ring core carrying a carboxylic acid substituent. 
Nitrobenzoic acid has a role as an antimicrobial food preservative inhibitor, a plant metabolite, a human xenobiotic metabolite, an algal metabolite and a drug allergen. 

Nitrobenzoic acid is a conjugate acid of a benzoate.
Nitrobenzoic acid is a Nitrogen Binding Agent. 

The mechanism of action of Nitrobenzoic acid is as an Ammonium Ion Binding Activity.
Nitrobenzoic acid solid with the formula C6H5CO2H. 

Nitrobenzoic acid is the simplest aromatic carboxylic acid. 
The name is derived from gum benzoin, which was for a long time its only source. 

Nitrobenzoic acid occurs naturally in many plants[9] and serves as an intermediate in the biosynthesis of many secondary metabolites. Salts of Nitrobenzoic acid are used as food preservatives. 
Nitrobenzoic acid is an important precursor for the industrial synthesis of many other organic substances. 
The salts and esters of Nitrobenzoic acid are known as benzoates.

 

 


USES:

Nitrobenzoic acid is a preservative primarily for use against molds and yeasts. 
Nitrobenzoic acids performance is classified only as fair against bacteria. Nitrobenzoic acid is used in concentrations of 0.05 to 0.1 percent. 

Although Nitrobenzoic acid has a low sensitizing rate, Nitrobenzoic acid may cause an allergic reaction in persons sensitive to similar chemicals.
Nitrobenzoic acid is a preservative that occurs naturally in some foods such as cranberries, prunes, and cinnamon. 

Nitrobenzoic acid is most often used in the form of sodium benzoate because of the low aqueous solubility of the free acid. 
Nitrobenzoic acid is 180 times as soluble in water at 25°c as Nitrobenzoic acid. 

Nitrobenzoic acid in solution is converted to the acid which is the active form. 
the optimum ph range for microbial inhi- bition is ph 2.5–4.0. 

Nitrobenzoic acid is used in acid foods such as carbonated bev- erages, fruit juices, and pickles. 
Nitrobenzoic acid is also termed benzoate of soda.

Nitrobenzoic acids, are obtained by transesterification of methyl benzoate with the corresponding diol.
These plasticizers, which are used similarly to those derived from terephthalic acid ester, represent alternatives to phthalates.

 

 

PROPERTIES:


-Quality Level: 200

-assay: 98%

-mp: 237-240 °C (lit.)

-SMILES string: OC(=O)c1ccc(cc1)[N+]([O-])=O

-InChI: 1S/C7H5NO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4H,(H,9,10)

-InChI key: OTLNPYWUJOZPPA-UHFFFAOYSA-N

 

 

SPECIFICATIONS:


-Assay (HPLC, area%): ≥ 99.0 % (a/a)

-Melting range (lower value): ≥ 239 °C

-Melting range (upper value): ≤ 242 °C

-Identity (IR): passes test

 

 

CHEMICAL PROPERTIES:


-Molecular mass: 167.1

-Decomposes at 350°C

-Melting point: 242°C

-Density: 1.61 g/cm³

-Solubility in water, g/100ml at 25°C: 0.03 (poor)

-Vapour pressure, Pa at 50°C: 1

-Flash point: 201°C c.c.

-Auto-ignition temperature: 300°C

-Explosive limits, vol% in air: 1.8-?

-Octanol/water partition coefficient as log Pow: 1.89  

 

 

TECHNICAL INFORMATIONS:


-Solubility: Soluble in DMSO, methanol, and water (slightly).

-Storage: Store at room temperature

-Melting Point: 211-212° C

-Boiling Point: 497.8° C at 760 mmHg

-Density: ~1.6 g/cm3 (Predicted)

-Refractive Index: n20D 1.59 (Predicted)

 

 

STORAGE:

Separated from strong oxidants, bases and strong reducing agents. 
Store long-term in a cool, dry place.

Aqueous solutions of Nitrobenzoic acid may be sterilized by autoclaving or by filtration.
A 0.1% w/v aqueous solution of Nitrobenzoic acid has been reported to be stable for at least 8 weeks when stored in polyvinyl chloride bottles, at room temperature.

When added to a suspension, Nitrobenzoic acid dissociates, with the benzoate anion adsorbing onto the suspended drug particles. 
This adsorption alters the charge at the surface of the particles, which may in turn affect the physical stability of the suspension. 
The addition of sodium azide has been shown to increase the stability of Nitrobenzoic acid in skin permeation experiments.

 

 

SYNONYM:

p-Nitrobenzoic acid
62-23-7
Nitrobenzoic acid, 4-nitro-
Nitrodracylic acid
4-Nitrodracylic acid
1-Carboxy-4-nitrobenzene
p-Nitrobenzenecarboxylic acid
Nitrobenzoic acid, p-nitro-
4-Nitro-Nitrobenzoic acid
Kyselina p-nitrobenzoova
p-Nitrodracylic acid
para-Nitrobenzoic acid
UNII-G83NWR61OW
NSC 7707
MFCD00007352
p-nitro Nitrobenzoic acid
G83NWR61OW
CHEMBL101263
CHEBI:262350
DSSTox_CID_966
DSSTox_RID_75894
DSSTox_GSID_20966
CAS-62-23-7
1044278-58-1
CCRIS 1185
HSDB 2140
Kyselina p-nitrobenzoova [Czech]
EINECS 200-526-2
AI3-00149
p-nitro-benzoicacid
4NB
p-Carboxynitrobenzene
p-nitro-Nitrobenzoic acid
4- Nitrobenzoic acid
4-Nitro Nitrobenzoic acid
WLN: WNR DVQ
ACMC-209n0y
EC 200-526-2
Nitrobenzoic acid, 98%
SCHEMBL43476
4-Nitrobenzenecarboxylic acid
PARA Nitrobenzoic acid
MLS002454442
DTXSID3020966

 

 

 

 

  • Share !
E-NEWSLETTER