3-Quinolinecarboxaldehyde CAS 13669-42-6
3-Quinolinecarboxaldehyde Basic information
| Product Name: | 3-Quinolinecarboxaldehyde |
| Synonyms: | 3-QUINOLINECARBOXALDEHYDE;QUINOLINE-3-CARBOXALDEHYDE, 98+%;Quinoline-3-carboxyaldehyde;3-Quinolinecarboxaldehyde, 97+%;3-quinoliecarboxaldehyde;3-Formylquinoline;3-Formylquinoline, 3-Formyl-1-azanaphthalene;3-Quinolinecarboxaldehyde 98% |
| CAS: | 13669-42-6 |
| MF: | C10H7NO |
| MW: | 157.17 |
| EINECS: | 237-147-7 |
| Product Categories: | quinoline;Quinolines, Quinazolines and derivatives;Quinoline Derivertives;Carbonyl Compounds;Heterocycles;Building Blocks;Heterocyclic Building Blocks;Quinolines |
| Mol File: | 13669-42-6.mol |
3-Quinolinecarboxaldehyde Chemical Properties
| Melting point | 68-71 °C (lit.) |
| Boiling point | 128°C/1mmHg(lit.) |
| density | 1.223±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | Powder |
| pka | 3.36±0.11(Predicted) |
| color | White to yellow |
| λmax | 282nm(MeOH)(lit.) |
| Sensitive | Air Sensitive |
| BRN | 113269 |
| InChI | 1S/C10H7NO/c12-7-8-5-9-3-1-2-4-10(9)11-6-8/h1-7H |
| InChIKey | RYGIHSLRMNXWCN-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1cnc2ccccc2c1 |
| CAS DataBase Reference | 13669-42-6(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 37/38-36/37/38 |
| Safety Statements | 26-37/39-36-24/25-22 |
| WGK Germany | 3 |
| F | 10-23 |
| HS Code | 29334900 |
| Storage Class | 11 - Combustible Solids |
| Chemical Properties | White to yellow powder |
| Uses | 3-Quinolinecarboxaldehyde was used in the synthesis of 1,4-addition products. |
| General Description | The structure and vibrational spectra of 3-quinolinecarboxaldehyde has been studied. |
| Synthesis | 5332-24-1 68-12-2 13669-42-6 General method: n-Butyllithium (2.5 M in hexane, 300 μL, 0.72 mmol) was added slowly and dropwise to an anhydrous THF (1.5 mL) solution of 3-bromoquinoline (100 mg, 0.48 mmol) at -78 °C. The reaction solution turned red. The reaction solution then turned red, followed by the addition of N,N-dimethylformamide (192 μL, 2.49 mmol). After maintaining the reaction temperature at -78 °C for 10 min, the reaction was quenched with deionized water. The reaction mixture was transferred to saturated aqueous sodium bicarbonate solution (10 mL) and extracted with ethyl acetate (3 × 10 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: n-hexane solution of 10% ethyl acetate) to give quinoline-3-carbaldehyde as a yellow solid in 53% yield. |
| References | [1] Tetrahedron Letters, 2003, vol. 44, # 10, p. 2033 - 2035 [2] Tetrahedron, 2003, vol. 59, # 43, p. 8629 - 8640 [3] Tetrahedron, 2002, vol. 58, # 17, p. 3387 - 3400 [4] European Journal of Medicinal Chemistry, 2019, p. 290 - 320 |
3-Quinolinecarboxaldehyde Preparation Products And Raw materials
| Raw materials | Hydrochloric acid-->Ethyl acetate-->Diethyl ether-->Tetrahydrofuran-->Dichloromethane-->N,N-Dimethylformamide-->PETROLEUM ETHER-->Magnesium sulfate-->n-Butyllithium-->Nitrogen-->Xylene-->Selenium dioxide-->3-Methylquinoline-->3-Bromoquinoline-->Butylmagnesium chloride |
| Preparation Products | quinoline-3-carbaldehyde oxime |
