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| | 8-Hydroxyquinoline-2-carboxaldehyde Basic information |
| | 8-Hydroxyquinoline-2-carboxaldehyde Chemical Properties |
| Melting point | 97-100 °C | | Boiling point | 392.2±22.0 °C(Predicted) | | density | 1.364±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | pka | 9.27±0.10(Predicted) | | form | Crystalline Powder | | color | Yellow | | BRN | 127519 | | InChI | InChI=1S/C10H7NO2/c12-6-8-5-4-7-2-1-3-9(13)10(7)11-8/h1-6,13H | | InChIKey | SLBPIHCMXPQAIQ-UHFFFAOYSA-N | | SMILES | N1C2C(=CC=CC=2O)C=CC=1C=O | | CAS DataBase Reference | 14510-06-6 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | HS Code | 29339900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 8-Hydroxyquinoline-2-carboxaldehyde Usage And Synthesis |
| Chemical Properties | yellow crystalline powder | | Uses | 8-Hydroxy-2-quinolinecarboxaldehyde (8-hydroxyquinoline-2-carbaldehyde) may be used in the preparation of:
- 8-hydroxy-2-quinoline-1-aminopyrene by Schiff-base reaction with 1-aminopyrene
- (E)-2-((2-(pyridin-2-yl)hydrazono)methyl)quinolin-8-ol by coupling with 2-hydrazinopyridine
- 8-hydroxyquinoline-2-carbaldehyde oxime
- 2-[(8-Hydroxyquinoline)-2-methylaminoethyl]-β-D-glucopyranoside
| | Definition | ChEBI: 8-hydroxyquinoline-2-carbaldehyde is a hydroxyquinoline. | | General Description | 8-Hydroxy-2-quinolinecarboxaldehyde can be prepared from 2-methylquinolin-8-ol via oxidation using selenium dioxide. | | Synthesis | General procedure for the synthesis of 8-hydroxyquinoline-2-carbaldehyde from 8-hydroxyquinaldine: Preparation of 3,3'-(1E,1'E)-(propane-1,3-diylbis(aza-1-yl-1-ylidene))bis(methyl-1-ylidene-1-ylidene)diquinolin-8-ol (H2PBIQ). A mixture of 8-hydroxy-2-methylquinoline (4 g, 25 mmol), selenium dioxide (3.5 g, 31 mmol), water (3 mL), and 1,4-diethylene glycol (300 mL) was stirred for 24 h at 80 °C under nitrogen protection. After completion of the reaction, the mixture was cooled, filtered and the filtrate evaporated. The resulting solid was purified by silica gel column chromatography (unfolding solvent was petroleum ether: ethyl acetate, 95:5, v/v) to afford pure yellow needle-like crystals of 8-hydroxyquinoline-2-carbaldehyde. The yield was 90%; 1H NMR (400 MHz, CDCl3): δ10.25 (s, 1H), 8.35 (d, J=8.5 Hz, 1H), 8.18 (s, 1H), 8.09 (d, J=8.5 Hz, 1H), 7.66 (t, J=8.0 Hz, 1H), 7.46 (d, J=8.2 Hz, 1H), and 7.31 (d, J=7.7Hz, 1H). | | References | [1] RSC Advances, 2015, vol. 5, # 129, p. 107012 - 107019
[2] Inorganic Chemistry Communications, 2014, vol. 47, p. 13 - 16
[3] European Journal of Medicinal Chemistry, 2016, vol. 121, p. 864 - 879
[4] Inorganic Chemistry, 2013, vol. 52, # 11, p. 6346 - 6353
[5] Dalton Transactions, 2014, vol. 43, # 26, p. 10164 - 10174 |
| | 8-Hydroxyquinoline-2-carboxaldehyde Preparation Products And Raw materials |
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