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| | 3-Amino-4-chlorobenzoic acid Basic information |
| | 3-Amino-4-chlorobenzoic acid Chemical Properties |
| Melting point | 214-215 °C (lit.) | | Boiling point | 250°C (rough estimate) | | density | 1.3246 (rough estimate) | | vapor pressure | 0.001Pa at 25℃ | | refractive index | 1.5560 (estimate) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Powder | | pka | 4.13±0.10(Predicted) | | color | Light beige to beige | | BRN | 2085846 | | Major Application | peptide synthesis | | InChI | 1S/C7H6ClNO2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3H,9H2,(H,10,11) | | InChIKey | DMGFVJVLVZOSOE-UHFFFAOYSA-N | | SMILES | Nc1cc(ccc1Cl)C(O)=O | | LogP | 1.6 at 25℃ | | Dissociation constant | 2.7-2.9 at 25℃ | | CAS DataBase Reference | 2840-28-0(CAS DataBase Reference) | | NIST Chemistry Reference | 3-Amino-4-chlorobenzoic acid(2840-28-0) | | EPA Substance Registry System | Benzoic acid, 3-amino-4-chloro- (2840-28-0) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | TSCA | TSCA listed | | HS Code | 29224995 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 3-Amino-4-chlorobenzoic acid Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powder | | Uses | 3-Amino-4-chlorobenzoic Acid is a useful reagent for preparation of novel bis-triazolyl-aryl-benzimidazole-thiol derivatives. | | reaction suitability | reaction type: solution phase peptide synthesis | | Synthesis | General procedure for the synthesis of 3-amino-4-chlorobenzoic acid from methyl 3-amino-4-chlorobenzoate: to a stirred solution of methyl 3-amino-4-chlorobenzoate (0.300 g, 1.62 mmol) in tetrahydrofuran (20 mL) was added a solution of lithium hydroxide (0.340 g, 8.10 mmol) in water (5 mL). The reaction mixture was stirred at room temperature for 12 hours (the reaction progress was monitored by silica gel thin layer chromatography with ethyl acetate-hexane as the unfolding agent, 1:1, v/v). After completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting lithium salt was acidified with 1% (w/v) citric acid solution at 0 °C and extracted with ethyl acetate (2 × 20 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 3-amino-4-chlorobenzoic acid as a white solid (yield 0.200 g, 72.01%). | | Purification Methods | Crystallise the acid from water. [Beilstein 14 IV 1115.] | | References | [1] Patent: US2012/184548, 2012, A1. Location in patent: Page/Page column 43 |
| | 3-Amino-4-chlorobenzoic acid Preparation Products And Raw materials |
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