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| | 3-Chlorobenzoic acid Basic information |
| | 3-Chlorobenzoic acid Chemical Properties |
| Melting point | 153-157 °C (lit.) | | Boiling point | 274-276°C | | density | 1.496 | | refractive index | 1.5812 (estimate) | | Fp | 150 °C | | storage temp. | Store below +30°C. | | solubility | 0.45g/l | | pka | 3.82(at 25℃) | | form | Crystalline Powder | | color | White to beige | | Water Solubility | <0.1 g/100 mL at 19.5 ºC | | Merck | 14,2123 | | BRN | 907218 | | Stability: | Skin, eye and respiratory irritant. | | CAS DataBase Reference | 535-80-8(CAS DataBase Reference) | | NIST Chemistry Reference | Benzoic acid, 3-chloro-(535-80-8) | | EPA Substance Registry System | m-Chlorobenzoic acid (535-80-8) |
| | 3-Chlorobenzoic acid Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powder | | Uses | A Pseudomonas species which utilized 3-chlorobenzoic acid as a carbon source converted this compound to 3-hydroxybenzoic and 2, 5-dihydroxybenzoic acids. A methanogenic consortium able to use 3-chlorobenzoic acid as its sole energy and carbon source was enriched from anaerobic sewage sludge. A Pseudomonas putida strain 87 capable of assimilating 3-chlorobenzoic acid as a sole source of carbon and energy (3Cba+) was isolated. coupling of 3-chlorobenzoic acid with phenylboronic acid proceeds at room temperature using 0.5 % Pd and at 100°C using 0.1 % Pd to provide the coupled product in 97 % yeild. | | Uses | 3-Chlorobenzoic acid is a fundamental chemical building block commonly used in organic synthesis of more complex structures. A benzoic acid analogue that showed antifungal activity against strains of Aspergillus flavus, Aspergillus fumigatus and Aspergillus terreus, causative agents of human aspergillosis, in in vitro bioassays. | | Definition | ChEBI: 3-chlorobenzoic acid is a monochlorobenzoic acid carrying a chloro substituent at position 3. It has a role as a drug metabolite. It is functionally related to a benzoic acid. It is a conjugate acid of a 3-chlorobenzoate. | | Synthesis Reference(s) | Journal of the American Chemical Society, 76, p. 5755, 1954 DOI: 10.1021/ja01651a039
Tetrahedron Letters, 25, p. 783, 1984 | | General Description | Crystals or fluffy white powder. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | 3-Chlorobenzoic acid is incompatible with strong oxidizing agents. | | Fire Hazard | Flash point data for 3-Chlorobenzoic acid are not available; however, 3-Chlorobenzoic acid is probably combustible. | | Purification Methods | Crystallise the acid successively from glacial acetic acid, aqueous EtOH and pet ether (b 60-80o). It also recrystallises from *C6H6 or Et2O/hexane, and sublimes at 55o in a vacuum. [Anal Chem 26 726 1954] The methyl ester has m 21o, b 231o/760mm. The S-benzylisothiouronium salt has m 164-165o (from EtOH) [Friediger & Pedersen Acta Chem Scand 9 1425 1955, Samuel J Chem Soc 1318 1960]. [Beilstein 9 IV 969.] |
| | 3-Chlorobenzoic acid Preparation Products And Raw materials |
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