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| | 2-Amino-4-bromonaphthalene Basic information |
| Product Name: | 2-Amino-4-bromonaphthalene | | Synonyms: | 2-Amino-4-bromonaphthalene;4-Bromo-2-naphthalenamine;2-Naphthalenamine,4-bromo-;4-bromo-naphthalene-2-amine;4-Bromo-naphthalen-2-ylamine;2-Amino-4-bromonaphthalene ISO 9001：2015 REACH;3-Amino-1-bromonaphthalene;Phenol,2,2'-[1,3-ethanediylbis[nitrilo(E)methylidyne]]bis- | | CAS: | 74924-94-0 | | MF: | C10H8BrN | | MW: | 222.08 | | EINECS: | | | Product Categories: | | | Mol File: | 74924-94-0.mol |  |
| | 2-Amino-4-bromonaphthalene Chemical Properties |
| Melting point | 70-71 °C | | Boiling point | 360.7±15.0 °C(Predicted) | | density | 1.563±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C(protect from light) | | pka | 3.33±0.10(Predicted) | | Appearance | Light yellow to brown Solid |
| | 2-Amino-4-bromonaphthalene Usage And Synthesis |
| Uses | 4-Bromonaphthalen-2-amine is used in preparation of azaphenanthrene derivatives as organic electroluminescent device materials. | | Synthesis | General procedure for the synthesis of 4-bromonaphthalen-2-amine from 1-bromo-3-nitronaphthalene: 4-bromo-2-nitronaphthalene (240 mg, 0.95 mmol) was dissolved in ethanol (3 mL), and stannous(II) chloride dihydrate (2.1 g, 9.5 mmol) was added. The reaction mixture was heated to reflux for 3 hours. After completion of the reaction, the solvent was removed by evaporation and the residue was poured into water and extracted with ethyl acetate. The organic layers were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford the target product 4-bromonaphthalen-2-amine (79% yield, brown solid). The product was characterized by 1H-NMR (400 MHz, CDCl3) with chemical shifts of δ 8.05 (d, J = 8.4 Hz, 1H), 7.56 (d, J = 8.2 Hz, 1H), 7.39 (ddd, J = 8.2, 6.8, 1.2 Hz, 1H), 7.33-7.29 (m, 1H), 7.29 (d, J = 2.2 Hz. 1H), 6.95 (d, J = 2.1 Hz, 1H), 3.83 (bs, 2H). | | References | [1] Molecular Pharmacology, 2013, vol. 84, # 5, p. 726 - 735
[2] Journal of the Chemical Society, 1935, p. 1850,1852
[3] Chem. News J. Ind. Sci., 1892, vol. 65, p. 58
[4] Journal of the Chemical Society, 1892, vol. 61, p. 769
[5] Journal of the Chemical Society, 1885, vol. 47, p. 523 |
| | 2-Amino-4-bromonaphthalene Preparation Products And Raw materials |
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