3,5-DIMETHYLISOXAZOLE-4-CARBOXYLIC ACID Chemical Properties

Melting point:

141-145 °C(lit.)

Boiling point:

258.14°C (rough estimate)

Density 

1.3710 (rough estimate)

refractive index 

1.4890 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

2.53±0.32(Predicted)

color 

White to Almost white

BRN 

115819

CAS DataBase Reference

2510-36-3(CAS DataBase Reference)

NIST Chemistry Reference

3,5-Dimethylisoxazole-4-carboxylic acid(2510-36-3)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

20/21/22

Safety Statements 

24/25-36-22

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29349990

MSDS

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

3,5-DIMETHYLISOXAZOLE-4-CARBOXYLIC ACID Usage And Synthesis

Chemical Properties

light beige powder

Synthesis

General procedure for the synthesis of 3,5-dimethylisoxazole-4-carboxylic acid from ethyl 3,5-dimethylisoxazole-4-carboxylate: to a mixture of ethyl 3,5-dimethyl-4-isoxazolecarboxylate (2.4 g, 14 mmol) in a solution of tetrahydrofuran (THF, 8 mL) and methanol (MeOH, 8 mL), an aqueous solution of 5 N sodium hydroxide (NaOH) (8.5 mL ). The reaction mixture was stirred at room temperature for 8 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure, followed by acidification with 6 N aqueous hydrochloric acid (HCl) to pH = 2. The precipitated white solid product was filtered, washed with water, and dried to afford 3,5-dimethylisoxazole-4-carboxylic acid (2.1 g, 94.0% yield). The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 2.72 (s, 3H), 2.49 (s, 3H).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 17, p. 2879 - 2884
[2] Justus Liebigs Annalen der Chemie, 1893, vol. 277, p. 174
[3] Journal of the American Chemical Society, 1967, vol. 89, p. 5461 - 5462

3,5-DIMETHYLISOXAZOLE-4-CARBOXYLIC ACID(2510-36-3)Related Product Information

• 3-(2-Chlorophenyl)-5-methylisoxazole-4-carboxylic acid
• ETHYL 3-ETHYL-5-METHYL-4-ISOXAZOLECARBOXYLATE
• 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid
• 3,5-DIMETHYLISOXAZOLE-4-CARBOXYLIC ACID
• 3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carboxylic acid
• 3,5-Dimethylisoxazole-4-carboxylic acid ethyl ester
• 5-Methyl-3-phenylisoxazole-4-carboxylic acid
• 3,5-Dimethylisoxazole
• Oxazole-4-carboxylic acid
• Isoxazole
• ETHYL 3-(2,6-DICHLORO-PHENYL)-5-METHYL-ISOXAZOLE-4-CARBOXYLATE
• METHYL 5-METHYL-3-PHENYL-4-ISOXAZOLECARBOXYLATE
• ETHYL 5-ACETYL-3-METHYLISOXAZOLE-4-CARBOXYLATE
• METHYL 3-(2,6-DICHLOROPHENYL)-5-METHYLISOXAZOLE-4-CARBOXYLATE
• 5-(5-ISOXAZOLYL)-4-METHOXYCARBONYL-3-METHYLISOXAZOLE
• METHYL 3-METHYL-5-(5-METHYLISOXAZOL-3-YL)ISOXAZOLE-4-CARBOXYLATE
• METHYL 3-(2,6-DICHLOROPHENYL)-5-((2-[(2,6-DICHLORO-4-PYRIDYL)CARBONYL]HYDRAZINO)CARBONYL)ISOXAZOLE-4-CARBOXYLATE
• METHYL 3-(2,6-DICHLOROPHENYL)-5-[(([(2,6-DICHLORO-4-PYRIDYL)CARBONYL]OXY)AMINO)CARBONYL]ISOXAZOLE-4-CARBOXYLATE