| Identification | More | [Name]
3-Quinolinecarboxaldehyde | [CAS]
13669-42-6 | [Synonyms]
3-QUINOLINECARBALDEHYDE
3-QUINOLINECARBOXALDEHYDE
AKOS BBS-00005332
QUINOLINE-3-CARBALDEHYDE
QUINOLINE-3-CARBOXALDEHYDE
RARECHEM AK ML 0129
QUINOLINE-3-CARBOXALDEHYDE, 98+%
Quinoline-3-carboxyaldehyde
3-Quinolinecarboxaldehyde, 97+%
3-quinoliecarboxaldehyde
3-Formylquinoline | [EINECS(EC#)]
237-147-7 | [Molecular Formula]
C10H7NO | [MDL Number]
MFCD00006768 | [Molecular Weight]
157.17 | [MOL File]
13669-42-6.mol |
| Chemical Properties | Back Directory | [Appearance]
White to yellow powder | [Melting point ]
68-71 °C (lit.) | [Boiling point ]
128°C/1mmHg(lit.) | [density ]
1.223±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [form ]
Powder | [pka]
3.36±0.11(Predicted) | [color ]
White to yellow | [Sensitive ]
Air Sensitive | [λmax]
282nm(MeOH)(lit.) | [Detection Methods]
HPLC,NMR | [BRN ]
113269 | [CAS DataBase Reference]
13669-42-6(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R37/38:Irritating to respiratory system and skin .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
10-23 | [HS Code ]
29334900 |
| Hazard Information | Back Directory | [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]
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 |
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