3-NITROBENZOIC ACID

PRODUCT IDENTIFICATION

CAS NO 121-92-6

3-NITROBENZOIC ACID

EINECS NO. 204-508-5
FORMULA O2NC6H4COOH
MOL WT. 167.12

H.S.CODE

2916.39
TOXICITY

LD50 orl-mus 1450 mg/kg

SYNONYMS m-Nitrobenzoic acid;

m-Nitrobenzenecarboxylic acid;  3-Nitrobenzoesäure (German); ácido 3-nitrobenzoico (Spanish); acide 3-nitrobenzoïque (French);

SMILES

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

Light Yellow Crystals

MELTING POINT

139 - 142 C

BOILING POINT

 

SPECIFIC GRAVITY

1.49

SOLUBILITY IN WATER

Soluble

pH  
VAPOR DENSITY 5.76

NFPA RATINGS

 

AUTOIGNITION

 

REFRACTIVE INDEX

 

FLASH POINT

 

STABILITY Stable under ordinary conditions

APPLICATIONS

Benzoic acid, the simplest aromatic carboxylic acid containing carboxyl group bonded directly to benzene ring, is a white, crystalline organic compound; melting at 122 C (starting sublime at 100 C);  boiling at 249 C; slightly soluble in water, soluble in ethanol, very slightly soluble in benzene and acetone. Its aqua solution is weakly acidic. It occurs naturally in many plants  and resins. Benzoic acid is also detected in animals. The most of commercial benzoic acid is produced by the reaction of toluene with oxygen at temperatures around 200 C in the liquid phase and in the presence of cobalt and manganese salts as catalysts. It can be prepared also by the oxidation of benzene with concentrated sulphuric acid or carbon dioxide in the presence of catalysts. Other methods are such as by the oxidation of benzyl alcohol, benzaldehyde, cinnamic acid; by hydrolysis of benzonitrile, benzoyl chloride. More than 90% of commercial benzoic acid is converted directly to phenol and caprolactam. Its use in the production of glycol benzoates for the application of plasticizer in adhesive formulations is increasing. It is also used in the manufacture of alkyd resins and drilling mud additive for crude oil recovery applications. It is used as a rubber polymerization activators and retardants. Benzoic acid is converted to its salts and esters for the use of preservative application in foods, drugs and personal products. Sodium benzoate, sodium salt of benzoic acid, is used preferably as one of the principal anti-microbial preservatives used in foods and beverages (but it's concentration is limited usually not exceeding 0.1% because it is poisonous), as it is about 200 times more soluble than benzoic acid. Sodium Benzoate is also used in medications, anti-fermentation additives and tabletting lubricant for pharmaceuticals. The industrial applications are as a corrosion inhibitor, as an additive to automotive engine antifreeze coolants and in other waterborne systems, as a nucleating agents for polyolefin, as a dye intermediate, as a stabilizer in photographic processing and as a catalyst. Wide range of benzoic esters are used as solvents, dying carrier, disinfectant additive, penetrating agent and pesticides and manufacturing other compounds.

The prefix nitro- indicates the presence of NO2- radical, while nitrate refers to any salt or ester of nitric acid or the NO3- anion. Nitroso- is the prefix indicating presence of the group -NO and azo- is for -N=N- group. Some range of  organic compounds containing nitrogen include nitro compounds (RNO2 ), nitroso compounds (RNO), amines (R3N ), amino acids, and natural alkaloids or nucleotides. The nitrogen ion in nitro compounds is trigonally planar with 120° angles. There are two resonance bonds so that the two oxygens are equivalent. Nitro compounds are strongly basic due to electron withdrawing both inductively and mesomerically. Historically, they are abundant in dyes and explosives. Nitro compounds, organic hydrocarbons having one or more NO2 groups bonded via nitrogen to the carbon framework, are versatile intermediate in organic synthesis.

  • Michael addition
  • Reduction
  • Henry Reaction (Nitro-aldol reaction)
  • Nef reaction
  • O-Alkylation
  • Cycloaddition
  • Substitution, Elimination, Conversion reaction
  • Alkylation, Acylation, and Halogenation

m-Nitrobenzoic acid is used as an intermediate functional dyes, pharmaceuticals, medicines

SALES SPECIFICATION

APPEARANCE

Light Yellow Crystals

PURITY

99% min

MOISTURE 1.0% max

MELTING POINT

139 C min

INSOLUBLE MATTER

0.3% max
TRANSPORTATION
PACKING 25kgs in Bag
HAZARD CLASS 6.1
UN NO. 2811
OTHER INFORMATION
Hazard Symbols: XN, Risk Phrases: 33, Safety Phrases: 24/25/28/37/45

 

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