General Description
Crystals or fine fluffy white powder.
Reactivity Profile
O-CHLOROBENZOIC ACID(118-91-2) is incompatible with strong oxidizing agents and strong bases.
Air & Water Reactions
Insoluble in water.
Fire Hazard
Flash point data for this compound are not available; however, O-CHLOROBENZOIC ACID is probably combustible.
Description
2-Chlorobenzoic acid is an organic compound with the formula ClC6H4CO2H. It is one of three isomeric chlorobenzoic acids, the one that is the strongest acid. This white solid is used as a precursor to a variety of drugs, food additives, and dyes.
Chemical Properties
white crystals or powder
Uses
Preservative for glues, paints. Intermediate in the manufacture of fungicides and dyes.
Uses
The toxicity of halogenated benzoic acids was found to be directly related to the compound's hydrophobicity. Toxicity and quantitative structure-activity relationships of benzoic acids to Pseudokirchn
eriella subcapitata.
Definition
ChEBI: A monochlorobenzoic acid having the chloro group at the 2-position.
Preparation
It is prepared by the oxidation of 2-chlorotoluene. The laboratory scale reaction employs potassium permanganate. Alternatively it arises by the hydrolysis of α,α,α-trichloro-2-toluene.
The chloride is readily replaced by ammonia to 2-aminobenzoic acid. At elevated temperature it decarboxylates.
Purification Methods
Crystallise the acid successively from glacial acetic acid, aqueous EtOH, and pet ether (b 60-80o). Other solvents include hot water or toluene (ca 4mL/g). The crude material can be initially purified by dissolving 30g in 100mL of hot water containing 10g of Na2CO3, boiling with 5g of charcoal for 15minutes, then filtering and adding 31mL of 1:1 aqueous HCl. The precipitate is washed with a little water and dried at 100o. [Beilstein 9 IV 956.]
Toxics Screening Level
The lTSL for o-chlorobenzoic acid has been changed from 0.04 μg/m3 to
0.1 μg/m3 based on an annual averaging time.
