4-Pyrazol-1-yl-benzaldehyde Chemical Properties

Melting point:

82-83°C

Boiling point:

310.1±25.0 °C(Predicted)

Density 

1.15±0.1 g/cm3(Predicted)

storage temp. 

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

form 

powder

pka

-0.34±0.10(Predicted)

color 

Yellow

InChI

InChI=1S/C10H8N2O/c13-8-9-2-4-10(5-3-9)12-7-1-6-11-12/h1-8H

InChIKey

PPGRDLZPSDHBIC-UHFFFAOYSA-N

SMILES

C(=O)C1=CC=C(N2C=CC=N2)C=C1

CAS DataBase Reference

99662-34-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25

HazardClass 

IRRITANT

HS Code 

2933199090

4-Pyrazol-1-yl-benzaldehyde Usage And Synthesis

Synthesis

To a solution of 4-Fluorobenzaldehyde (10 g, 80.6 mmol) in dry DMF (100 mL) were added pyrazole (5.5 g, 80.6 mmol) and K2C03 (12.2 g, 88.7 mmol). The resulting solution was stirred at 100 °C for overnight. After cooling to RT, the residue was treated with water and extracted with EA. The organic extracts were washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated to give a crude oil. The crude product was purified by recrystallization to afford 4-Pyrazol-1-yl-benzaldehyde (4 g, 29 percent).1HNMR (CDC13, 300 MHz) ?: 6.5-6.6 (s, 1 H), 7.7-7.8 (s, 1 H), 7.9-8.0 (d, 2 H), 8.0-8.1 (d, 2 H), 8.1-8.2 (s, 1 H), 10.0-10.1 (s, 1 H).

References

[1] ChemCatChem, 2014, vol. 6, # 8, p. 2373 - 2383
[2] Patent: WO2016/77232, 2016, A2. Location in patent: Page/Page column 51
[3] Tetrahedron, 2008, vol. 64, # 10, p. 2471 - 2479
[4] Bulletin of the Chemical Society of Japan, 2008, vol. 81, # 4, p. 515 - 517
[5] Inorganic Chemistry, 2010, vol. 49, # 1, p. 331 - 338

4-Pyrazol-1-yl-benzaldehyde(99662-34-7)Related Product Information

• Zolpidem tartrate
• Pyraclostrobin
• Mefenpyr-diethyl
• 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
• Benzaldehyde
• Metazachlor
• Zolpidem
• 2-PYRAZOL-1-YL-BENZALDEHYDE, 95+%,2-(1H-Pyrazol-1-yl)benzaldehyde 95%,2-(1H-PYRAZOL-1-YL)BENZALDEHYDE,2-PYRAZOL-1-YL-BENZALDEHYDE
• 3-(1H-PYRAZOL-1-YL)BENZALDEHYDE,3-PYRAZOL-1-YL-BENZALDEHYDE
• 3-(1-METHYL-1H-PYRAZOL-3-YL)BENZALDEHYDE
• Formaldehyde
• N-(3,4-DIMETHOXYPHENYL)-3-NITRO-4-(1H-PYRAZOL-1-YL)BENZENECARBOXAMIDE
• 4-(5-AMINO-3-METHYL-PYRAZOL-1-YL)-BENZOIC ACID
• N-(4-CHLOROPHENYL)-3-NITRO-4-(1H-PYRAZOL-1-YL)BENZENECARBOXAMIDE
• 4-(4-METHYL-1H-PYRAZOL-1-YL)BENZALDEHYDE
• 4-(1-METHYL-1H-PYRAZOL-5-YL)BENZALDEHYDE
• 3-FLUORO-4-(1H-PYRAZOL-1-YL)BENZALDEHYDE
• 3-(1H-PYRAZOL-4-YL)BENZALDEHYDE