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

pka

3.36±0.11(Predicted)

form 

Powder

color 

White to yellow

λmax

282nm(MeOH)(lit.)

Sensitive 

Air Sensitive

BRN 

113269

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

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Quinolinecarboxaldehyde Usage And Synthesis

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

3-Quinolinecarboxaldehyde(13669-42-6)Related Product Information

• 3-Quinolinecarboxylic acid
• 6-QUINOLINECARBOXALDEHYDE
• 2-QUINOLINECARBOXALDEHYDE
• 4-Quinoline-carboxamide
• 4-CYANOQUINOLINE
• 7-AMinoquinoline Hydrochloride
• 2-QUINOLINYLMETHANOL
• Quinoline-6-boronic acid
• QUINOLINE-6-SULFONYL CHLORIDE
• QUINAZOLIN-4-YLAMINE
• 8-Quinolinesulfonyl chloride
• methyl quinoline-3-carboxylate
• QUINOLIN-7-YLBORONIC ACID
• Quinoline-5-boronic acid
• Quinoline-5-carboxylic acid
• 4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID
• 2-(DIMETHYLAMINO)-3-QUINOLINECARBOXALDEHYDE
• 7-Quinolinecarboxaldehyde (6CI,9CI),7-QUINOLINECARBOXALDEHYDE