Quinoline-5-carboxaldehyde Chemical Properties

Melting point:

95-96°C

Boiling point:

314.3±15.0 °C(Predicted)

Density 

1.223±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

pka

3.94±0.12(Predicted)

Appearance

Yellow to brown Solid

Water Solubility 

Slightly soluble in water.

Sensitive 

Air Sensitive

BRN 

113095

CAS DataBase Reference

22934-41-4(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38-43

Safety Statements 

26-36/37/39-36/37

HazardClass 

IRRITANT

HS Code 

2933499090

MSDS

• Language:English Provider:ALFA

Quinoline-5-carboxaldehyde Usage And Synthesis

Uses

Quinoline-5-carboxaldehyde is used as a precursor in the preparation of pharmaceuticals.

Synthesis

General method: n-Butyllithium (2.5 M hexane solution, 300 μL, 0.72 mmol) was added slowly and dropwise to a solution of anhydrous THF (1.5 mL) of 5-bromoquinoline (100 mg, 0.48 mmol) at -78°C. The reaction solution turned red immediately. The reaction solution immediately turned red, followed by the addition of N,N-dimethylformamide (192 μL, 2.49 mmol). After maintaining the reaction temperature at -78 °C with stirring for 10 min, the reaction was quenched with deionized water (6 mL). The reaction mixture was poured into saturated aqueous sodium bicarbonate solution (10 mL) and extracted with ethyl acetate (3 × 10 mL). The organic layers 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 5-quinolinecarboxaldehyde as a yellow solid in 53% yield.

References

[1] European Journal of Medicinal Chemistry, 2019, p. 290 - 320

Quinoline-5-carboxaldehyde(22934-41-4)Related Product Information

• QUINOLINE SULPHATE
• Ethoxyquin
• Quinclorac
• 8-Hydroxyquinoline
• Quinolinic acid
• Quinoline Yellow
• Isoquinoline
• Formaldehyde
• Quinhydrone
• Quinoline
• Quinoline-6-carboxaldehyde 97%,QUINOLINE-6-CARBOXALDEHYDE
• Quinoline-2-carboxaldehyde,98%,QUINOLINE-2-CARBOXALDEHYDE
• Quinolin-3-yl-methanol
• QUINOLIN-7-YLBORONIC ACID
• 5-HYDROXYMETHYLQUINOLINE
• Quinoline-5-boronic acid
• Quinoline-5-carboxylic acid
• 8-Quinolineboronic acid