4-(2-Pyridinyl)benzaldehyde Chemical Properties

Melting point:

50-52 °C(lit.)

Boiling point:

340.4±25.0 °C(Predicted)

Density 

1.147±0.06 g/cm3(Predicted)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in Chloroform

pka

3.97±0.25(Predicted)

form 

Solid

color 

White to Off-White Waxy

CAS DataBase Reference

127406-56-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37-36/37/39-22

WGK Germany 

3

Hazard Note 

Harmful

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich

4-(2-Pyridinyl)benzaldehyde Usage And Synthesis

Chemical Properties

White Waxy Solid

Uses

Reactive metabolite of atazanavir. Atazanavir Impurity; Pyridinyl Benzaldehyde impurity

General Description

4-(2-Pyridyl)benzaldehyde is a p-substituted benzaldehyde.

Synthesis

General procedure for the synthesis of 4-(2-pyridyl)-benzaldehyde from 2-bromopyridine and 4-formylphenylboronic acid: 1.1 equiv. of the brominated derivatives (13- of 2-bromopyridine and 14- of 1-bromo-4-nitrobenzene) of 4-formylphenylboronic acid, Pd(OAc)2 (2 mol%), and PPh3 (4 mol%) were added to a Schlenk flask. Methanol/THF (1:1, 2 mL/mmol) and 2 eq. of KOH were added under an inert atmosphere. the reaction system was stirred at 60 °C for 24 h. The reaction system was then purified by column chromatography. The target compounds were purified by column chromatography (eluent: cyclohexane/EtOAc, 9:1) to afford the products 13a and 14a in 80% and 75% yields, respectively.

References

[1] European Journal of Organic Chemistry, 2008, # 12, p. 2049 - 2055
[2] Angewandte Chemie - International Edition, 2015, vol. 54, # 47, p. 14103 - 14107
[3] Angew. Chem., 2015, vol. 127, # 47, p. 14309 - 14313,5
[4] Organic and Biomolecular Chemistry, 2013, vol. 11, # 39, p. 6806 - 6813
[5] European Journal of Organic Chemistry, 2014, vol. 2014, # 27, p. 5901 - 5905

4-(2-Pyridinyl)benzaldehyde(127406-56-8)Related Product Information

• Benzaldehyde
• 2-Nitrobenzaldehyde
• 2-Pyridinecarboxaldehyde
• 4-Hydroxybenzaldehyde
• 4-Dimethylaminobenzaldehyde
• H-GAMMA-GLU-GLU-OH
• Nalpha-Cbz-L-Arginine
• DIANTIPYRYLMETHANE
• LDAO
• 1-Pyrrolidino-1-cyclopentene
• N-EPSILON-ACETYL-L-LYSINE
• N-ALPHA-BENZOYL-L-ARGININE
• 1-Methyl-2-pyrrolidineethanol
• OIL BLUE N
• N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE)
• 2-(2-Aminoethyl)-1-methylpyrrolidine
• 4-(2-Pyridyl)benzoic acid
• N6-Cbz-L-Lysine