4-Methoxy-2-nitrobenzoic acid Chemical Properties

Melting point:

196.5-200.5 °C (lit.)

Boiling point:

372.9±27.0 °C(Predicted)

Density 

1.430±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

2.46±0.25(Predicted)

color 

White to Light yellow to Light orange

CAS DataBase Reference

33844-21-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36

WGK Germany 

2

HS Code 

2918999090

MSDS

• Language:English Provider:SigmaAldrich

4-Methoxy-2-nitrobenzoic acid Usage And Synthesis

Uses

4-Methoxy-2-nitrobenzoic acid can serve as a key step in chemical reactions for synthesizing certain drug molecules, or play a role in the synthesis of certain types of dyes, fragrances, and other chemicals.

Synthesis

Step 1: A mixed solution of 4-methyl-3-nitroanisole (3.6 g, 18 mmol) with potassium permanganate (10 g, 63 mmol) in 200 mL of water was refluxed for 24 hours. After completion of the reaction, it was cooled to room temperature and filtered to remove insoluble solids. The filtrate was acidified to pH 2 with 1 N hydrochloric acid and subsequently extracted with chloroform (3 x 50 mL). The organic phases were combined, dried with anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure and the precipitate precipitated was collected to give 4-methoxy-2-nitrobenzoic acid in 80% yield.

References

[1] Patent: US5665719, 1997, A
[2] Journal of Organic Chemistry, 2018, vol. 83, # 15, p. 8092 - 8103
[3] Chemische Berichte, 1918, vol. 51, p. 14
[4] Patent: US4781750, 1988, A

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