| Company Name: |
Alfa Aesar |
| Tel: |
400-6106006 |
| Email: |
saleschina@alfa-asia.com |
| Company Name: |
Energy Chemical |
| Tel: |
400-0056266 |
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sales8178@energy-chemical.com |
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| | 5-Amino-2-bromobenzoic acid Basic information |
| | 5-Amino-2-bromobenzoic acid Chemical Properties |
| Melting point | 171-179 °C | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Solid | | color | Brown | | Water Solubility | Slightly soluble in water. | | Major Application | peptide synthesis | | InChI | InChI=1S/C7H6BrNO2/c8-6-2-1-4(9)3-5(6)7(10)11/h1-3H,9H2,(H,10,11) | | InChIKey | FEXDUVBQBNYSQV-UHFFFAOYSA-N | | SMILES | C(O)(=O)C1=CC(N)=CC=C1Br | | CAS DataBase Reference | 2840-02-0(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 22-36/37/38 | | Safety Statements | 26-36/37 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | Hazard Note | Harmful | | HazardClass | 6.1 | | HS Code | 2922498590 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 5-Amino-2-bromobenzoic acid Usage And Synthesis |
| Chemical Properties | White crystalline solid | | Uses | It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs and is also used in medicine. | | Uses | 5-Amino-2-bromobenzoic Acid can be used for FABP4 and FABP4 inhibitors to prevent or treat FABP 4/5 related diseases. | | reaction suitability | reaction type: solution phase peptide synthesis | | Synthesis | General procedure for the synthesis of 5-amino-2-bromobenzoic acid from 3-aminobenzoic acid: 3-aminobenzoic acid (3.00 g, 21.9 mmol) was dissolved in N,N-dimethylformamide (18.0 mL) and cooled to below 5 °C. In another vessel, a solution was prepared by mixing N,N-dimethylformamide (9.00 mL) with N-bromosuccinimide (4.09 g, 23.0 mmol). This solution was slowly added to the cooled 3-aminobenzoic acid solution, keeping the reaction temperature at 5 °C or lower. The reaction mixture was stirred at 5 °C for 1 h. After the reaction mixture was stirred for 1 h, water (60.0 mL) was added and the stirring was continued for 12 h at 5 °C. Upon completion of the reaction, the solid product was collected by filtration, and the filtrate was washed with water (5.00 mL) and dried to give 5-amino-2-bromobenzoic acid (3.68 g, 78% yield). The structure of the product was confirmed by 1H-NMR (400 MHz, DMSO-D6): δ 5.49 (s, 2H), 6.59 (dd, J = 8.5,2.9Hz, 1H), 6.93 (d, J = 2.9Hz, 1H), 7.25 (d, J = 8.5Hz, 1H), 13.04 (s, 1H). | | Purification Methods | Crystallise the acid from H2O or *C6H6 (m 128o). The acetyl derivative crystallises from H2O (as monohydrate) or absolute EtOH with m 196-197o (anhydrous). [Koopal Rec Trav Chim, Pays Bas 34 148 1915, Bamberger Chem Ber 57 2090 1924, Beilstein 14 H 413, 14 II 245.] | | References | [1] Patent: US2013/310576, 2013, A1. Location in patent: Paragraph 0151 |
| | 5-Amino-2-bromobenzoic acid Preparation Products And Raw materials |
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