3-METHYL-1-PHENYLPYRAZOLE Chemical Properties

Melting point:

34-36 °C(lit.)

Boiling point:

255-256℃ (752 Torr)

Density 

1,076 g/cm³

refractive index 

1.5870 (589.3 nm 20℃)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Crystals

pka

0.87±0.10(Predicted)

color 

White

Water Solubility 

Insoluble in water.

BRN 

117870

CAS DataBase Reference

1128-54-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HS Code 

29331990

MSDS

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

3-METHYL-1-PHENYLPYRAZOLE Usage And Synthesis

Chemical Properties

white crystals

Uses

3-Methyl-1-phenyl-1H-pyrazole is used to produce 3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde at the temperature of 90-100°C with reagent phosphorus oxychloride.

Synthesis

GENERAL METHOD: 3-methylpyrazole (1.47 mmol), CuI (Sigma-Aldrich, 99.999% purity, 0.147 mmol), MnF2 (Sigma-Aldrich, 98% purity, 0.441 mmol), KOH (2.94 mmol) and iodobenzene (2.21 mmol) were added sequentially to the reaction vial along with trans-1 , 1 , 2-diaminocyclohexane (0.294 mmol) and water (0.75 mL). 2-diaminocyclohexane (0.294 mmol) and water (0.75 mL) were sequentially added to the reaction vial and fitted with screw caps to seal. The reaction mixture was stirred at 60 °C for 24 h in air. Upon completion of the reaction, it was cooled to room temperature, the reaction mixture was diluted with dichloromethane and filtered through a diatomaceous earth pad. The organic phases were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography to give 3-methyl-1-phenylpyrazole. The structure and purity of the product were confirmed by 1H NMR and 13C NMR spectral analysis.

References

[1] Chemical Communications, 2009, # 41, p. 6258 - 6260
[2] Advanced Synthesis and Catalysis, 2009, vol. 351, # 5, p. 720 - 724
[3] Tetrahedron Letters, 2011, vol. 52, # 52, p. 7171 - 7174
[4] Advanced Synthesis and Catalysis, 2010, vol. 352, # 17, p. 2892 - 2898

3-METHYL-1-PHENYLPYRAZOLE(1128-54-7)Related Product Information

• 5-CHLORO-3-METHYL-1-PHENYLPYRAZOLE
• ACID YELLOW 40
• 5-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE
• CIBACRON BRILLIANT YELLOW 3G-P
• Mordant Red 7
• ACID ORANGE 74
• ACID RED 183
• ACID YELLOW 11
• 3-METHYL-1-PHENYLPYRAZOLE
• 3,5-DIMETHYL-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE
• 5-AMINO-1,3-DIPHENYLPYRAZOLE
• 5-AMINO-3-METHYL-1-PHENYLPYRAZOLE
• Mordant Red 19
• ACID YELLOW 29
• Acid Yellow 49
• 5-AMINO-4-CYANO-3-CYANOMETHYL-1-PHENYLPYRAZOLE
• ACID ORANGE 63
• 3,5-DIMETHYL-1-PHENYLPYRAZOLE