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| | 2-Bromopyridine-5-carbaldehyde Basic information |
| | 2-Bromopyridine-5-carbaldehyde Chemical Properties |
| Melting point | 104-110 °C(lit.) | | Boiling point | 284° | | density | 1.683 | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Soluble in dichloromethane, ether, ethyl acetate and methanol. | | form | Solid | | pka | -1.01±0.10(Predicted) | | color | Pale yellow | | Sensitive | Air Sensitive | | InChI | InChI=1S/C6H4BrNO/c7-6-2-1-5(4-9)3-8-6/h1-4H | | InChIKey | PVUKGNBRJFTFNJ-UHFFFAOYSA-N | | SMILES | C1=NC(Br)=CC=C1C=O | | CAS DataBase Reference | 149806-06-4(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-Bromopyridine-5-carbaldehyde Usage And Synthesis |
| Chemical Properties | Light yellow Cryst | | Uses | 2-Bromopyridine-5-carbaldehyde can be a useful synthetic intermediate | | Uses | A useful synthetic intermediate. 6-Bromonicotinaldehyde is used in wittig reaction. Hydrodehalogenation of 6-bromonicotinaldehyde to produce alcohol. | | Synthesis | General procedure for the synthesis of 2-bromo-5-formylpyridine (Intermediate 1b) from 2-bromo-5-(dibromomethyl)pyridine (Intermediate Ia, 3.650 g, 11.07 mmol): a mixture of Intermediate Ia with calcium carbonate (2.437 g, 24.35 mmol) in water (80 ml) was stirred and reacted for 16 hours at 105 °C. After completion of the reaction, the mixture was cooled to room temperature, diluted with water and extracted twice with ethyl acetate (EtOAc). The organic phases were combined, washed sequentially with water and saturated sodium chloride (NaCl) solution, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to give Intermediate 1b (1.890 g, 92% yield). The product was characterized by 1H NMR (500 MHz, CDCl3): δ 10.05 (s, 1H), 8.78 (d, J = 2.2 Hz, 1H), 7.98 (dd, J = 8.2,2.4 Hz, 1H), 7.65 (d, J = 8.2 Hz, 1H). | | References | [1] Patent: WO2016/124747, 2016, A1. Location in patent: Page/Page column 58; 59
[2] Patent: US2018/202388, 2018, A1
[3] Tetrahedron Letters, 2005, vol. 46, # 36, p. 6033 - 6036
[4] Synthesis, 1994, # 1, p. 87 - 92 |
| | 2-Bromopyridine-5-carbaldehyde Preparation Products And Raw materials |
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