4-(1H-PYRAZOL-1-YL)BENZOIC ACID Chemical Properties

Melting point:

269 °C

Boiling point:

360.4±25.0 °C(Predicted)

Density 

1.28±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

4.01±0.10(Predicted)

color 

White to Light yellow to Light orange

InChI

InChI=1S/C10H8N2O2/c13-10(14)8-2-4-9(5-3-8)12-7-1-6-11-12/h1-7H,(H,13,14)

InChIKey

XOEKYPIBVOGCDG-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

16209-00-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2916399090

4-(1H-PYRAZOL-1-YL)BENZOIC ACID Usage And Synthesis

Synthesis

To a 250 mL round bottom flask was added 4-(1H-pyrazol-1-yl)benzonitrile (2 g, 11.82 mmol), ethanol (40 mL), water (40 mL) and sodium hydroxide (705 mg, 17.63 mmol). The reaction mixture was stirred at 105 °C for 16 h and subsequently concentrated under reduced pressure. The residue was diluted with distilled water (30 mL) and extracted with ethyl acetate (50 mL). The pH of the aqueous phase was adjusted to 5 with 6.0 M hydrochloric acid.The precipitated solid was collected by filtration, washed with distilled water (10 mL) and dried in an oven to afford 4-(1H-pyrazol-1-yl)benzoic acid as a light yellow solid (1 g, 45% yield).LCMS (ESI): m/z 189 [M + H]+.

References

[1] Patent: US2016/185785, 2016, A1. Location in patent: Paragraph 2106; 2108
[2] Patent: US2016/185786, 2016, A1. Location in patent: Paragraph 0630

4-(1H-PYRAZOL-1-YL)BENZOIC ACID(16209-00-0)Related Product Information

• 4-(1H-PYRAZOL-1-YL)BENZOIC ACID
• Ethyl 4-(1H-Pyrazol-1-yl)benzoate
• 2-(1H-PYRAZOL-1-YL)BENZOIC ACID
• 2-(3,5-DIMETHYL-1H-PYRAZOL-4-YL)BENZOIC ACID
• 4-[4-(4-CHLOROPHENYL)-1H-PYRAZOL-1-YL]BENZOIC ACID
• 4-(4-PYRIMIDIN-4-YL-1H-PYRAZOL-1-YL)BENZOICACID
• 4-(3,5-DIMETHYL-PYRAZOL-1-YL)-BENZOIC ACID
• 5-AMINO-1-(4-CARBOXY-PHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
• p-(2H-Indazol-2-yl)-benzoic acid
• METHYL 4-(1H-PYRAZOL-1-YL)BENZENECARBOXYLATE
• 4-(5-AMINO-3-METHYL-PYRAZOL-1-YL)-BENZOIC ACID HYDROCHLORIDE
• 4-(5-AMINO-3-METHYL-PYRAZOL-1-YL)-BENZOIC ACID
• 4-[4-(PYRIDIN-4-YL)-1H-PYRAZOL-1-YL]BENZOIC ACID
• 3-NITRO-4-(1H-PYRAZOL-1-YL)BENZENECARBOXYLIC ACID
• 4-[4-(BENZOXAZOL-2-YL)-1H-PYRAZOL-1-YL]BENZOIC ACID
• AKOS B028841
• 4-(5-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-1-YL)BENZOIC ACID
• 4-[4-(QUINOLIN-4-YL)-1H-PYRAZOL-1-YL]BENZOIC ACID