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| | 4-Chloro-3,5-dinitrobenzoic acid Basic information |
| | 4-Chloro-3,5-dinitrobenzoic acid Chemical Properties |
| Melting point | 159-162 °C (lit.) | | Boiling point | 315°C | | density | 1.9543 (rough estimate) | | refractive index | 1.6500 (estimate) | | Fp | 186°C | | storage temp. | Sealed in dry,2-8°C | | solubility | soluble in Methanol | | pka | 2?+-.0.10(Predicted) | | form | powder to crystal | | color | Light orange to Yellow to Green | | BRN | 668253 | | CAS DataBase Reference | 118-97-8(CAS DataBase Reference) | | EPA Substance Registry System | Benzoic acid, 4-chloro-3,5-dinitro- (118-97-8) |
| | 4-Chloro-3,5-dinitrobenzoic acid Usage And Synthesis |
| Chemical Properties | yellow crystals | | Uses | 4-Chloro-3,5-dinitrobenzoic-15N2 Acid is an intermediate in synthesizing Lodoxamide-15N2,d2 (L469367), a labelled form of Lodoxamide. It is an antiallergic drug that acts as a mast cell stabilizer. It is effective in the treatment of allergic conjunctivitis and in decreasing vascular permeability. | | Hazard | irritant | | Synthesis | The synthesis of 4-Chloro-3,5-dinitrobenzoic acid is as follows:
4-chloro-benzoic acid (20 g, 0.128 mol) was dissolved in H2SO4 (d = 1.835 g/mL, 300 mL) at80 C, and KNO3 (66 g, 0.65 mol) was added. The reaction mixture was heated to 125 C using ahigh-pressure flask and kept for 2 h, after which the reaction was cooled to rt and poured onto ice.The yield of 4-Chloro-3,5-dinitrobenzoic acid was 28 g (89%) .
| | Purification Methods | Crystallise the acid from EtOH/ H2O, EtOH or *C6H6. The 1:1 naphthalene complex (by fusing various ratios of ingredients and recrystallising from EtOH) has m 122o. [Beilstein 9 H 416, 9 III 1953, 9 IV 1360.] |
| | 4-Chloro-3,5-dinitrobenzoic acid Preparation Products And Raw materials |
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