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| | 5-Bromopyridine-2-carbaldehyde Basic information |
| | 5-Bromopyridine-2-carbaldehyde Chemical Properties |
| Melting point | 91-96 °C | | Boiling point | 70°C/26mmHg(lit.) | | density | 1.683±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | form | powder to crystal | | pka | 1.36±0.10(Predicted) | | color | White to Light yellow to Light orange | | Water Solubility | Insoluble in water. | | Sensitive | Air Sensitive | | InChI | InChI=1S/C6H4BrNO/c7-5-1-2-6(4-9)8-3-5/h1-4H | | InChIKey | ZQVLPMNLLKGGIU-UHFFFAOYSA-N | | SMILES | C1(C=O)=NC=C(Br)C=C1 | | CAS DataBase Reference | 31181-90-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-20/21/22 | | Safety Statements | 22-26-36/37/39-36 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
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ALFA
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| | 5-Bromopyridine-2-carbaldehyde Usage And Synthesis |
| Chemical Properties | Light yellow Cryst | | Uses | 5-Bromopyridine-2-carboxaldehyde is used as organic chemical synthesis intermediate. | | Synthesis | 5-Bromo-2-pyridinecarboxaldehyde was synthesized according to General Method C using 2,5-dibromopyridine and N,N-dimethylformamide (DMF) as raw materials. The specific operation was as follows: 2,5-dibromopyridine (237 mg, 1 mmol) was mixed with DMF (115 μL, 1.5 mmol) for the reaction. After completion of the reaction, the crude product was purified by fast column chromatography (eluent: hexane/ethyl acetate = 10:1) to afford the target compound 5-bromo-2-pyridinecarboxaldehyde (27b) as a brown solid (149 mg, 80% yield). Thin layer chromatography (TLC) analysis showed an Rf value of 0.45 (Expander: hexane/ethyl acetate = 8:1). Nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 400 MHz, CDCl3) data were as follows: δ 10.03 (1H, s), 8.85 (1H, dd, J = 0.8, 2.0 Hz), 8.02 (1H, ddd, J = 0.8, 2.0, 8.0 Hz), 7.85 (1H, dd, J = 0.8, 8.0 Hz). The nuclear magnetic resonance carbon spectrum (13C NMR, 100 MHz, CDCl3) data were as follows: δ 192.4, 151.7, 151.3, 140.0, 126.3, 122.8. The spectral data obtained were in agreement with literature reports. | | References | [1] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 22, p. 5852 - 5869
[2] Patent: WO2007/15744, 2007, A1. Location in patent: Page/Page column 58-59
[3] Chemistry - A European Journal, 2006, vol. 12, # 13, p. 3472 - 3483
[4] Patent: WO2006/22794, 2006, A1. Location in patent: Page/Page column 49
[5] Tetrahedron Letters, 2000, vol. 41, # 22, p. 4335 - 4338 |
| | 5-Bromopyridine-2-carbaldehyde Preparation Products And Raw materials |
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