General Description
Off white to yellowish-white crystals. Bitter taste. Melts in hot water.
Reactivity Profile
M-NITROBENZOIC ACID(121-92-6) is incompatible with strong oxidizers. M-NITROBENZOIC ACID(121-92-6) is also incompatible with strong bases. M-NITROBENZOIC ACID(121-92-6) may react with cyanides.
Air & Water Reactions
Insoluble in water.
Fire Hazard
Flash point data for this compound are not available but M-NITROBENZOIC ACID is probably combustible.
Chemical Properties
light yellow crystals
Uses
3-Nitrobenzoic acid was used to investigated the role of ozone as additional decomposition or finishing reagent in the degradation of o-, m- and p-nitobenzoic acids
Application
3-Nitrobenzoic acid is an intermediate of photosensitive materials, functional pigments and drugs. In the pharmaceutical industry, it is used to produce bile acid, acetic acid and so on.
m-nitrobenzoic acid is a reagent used in the coupling of allyl acetate to allylic, aliphatic and benzylic alcohols. It is also used as a chemoattractant against Pseudomonas strains.
Preparation
3-Nitrobenzoic acid is prepared by nitrating benzoic acid at low temperature. Approximately 20% of the 2-nitro isomer and 1.5% of the 4-nitro isomer are co-produced. The 3-nitrobenzoic acid can be purified by recrystallization of the sodium salt. The oxidation of 3-nitrobenzaldehyde, prepared by the controlled oxidation of benzaldehyde, gives a higher yield.
Synthesis Reference(s)
Organic Syntheses, Coll. Vol. 1, p. 391, 1941
The Journal of Organic Chemistry, 46, p. 3056, 1981
DOI: 10.1021/jo00328a013
Flammability and Explosibility
Nonflammable
Purification Methods
Crystallise the acid from *benzene, H2O, EtOH (charcoal), glacial acetic acid or MeOH/H2O. Dry and store it in a vacuum desiccator. The amide has m 143o (from H2O or *C6H6). [Beilstein 9 III 1489, 9 IV 1055.]
