2-Chloro-4-methoxybenzoic acid Chemical Properties

Melting point:

210.0 to 214.0 °C

Boiling point:

303.0±22.0 °C(Predicted)

Density 

1.352±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly, Heated, Sonicated), DMSO (Slightly), Methanol (Slightly, Sonicated)

form 

Solid

pka

3.32±0.25(Predicted)

color 

White to Off-White

CAS DataBase Reference

21971-21-1

Safety Information

HS Code 

2916399090

2-Chloro-4-methoxybenzoic acid Usage And Synthesis

Chemical Properties

White to pale yellow powder

Uses

2-Chloro-4-Methoxybenzoic Acid has been used as a reactant for the preparation of benzamidochromenone carboxylic acids as selective agonists for orphan G protein-coupled receptor GPR35

Synthesis

2-Chloro-4-methoxybenzoic acid was synthesized as follows: methyl 2-chloro-4-methoxybenzoate (1.1 g) was dissolved in a mixed solvent of THF/MeOH/water (12 mL/3 mL/3 mL) at room temperature. Subsequently, LiOH (461 mg) dissolved in water was added. After the reaction was carried out for 2 h, the pH of the reaction mixture was adjusted to 4 with 1 N HCl. Next, the reaction mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with brine and dried over MgSO4. Finally, the resulting solid was ground in ether to give 1.0 g (98% yield) of 2-chloro-4-methoxybenzoic acid. Mass spectrometry (MS) analysis showed 187 (MH+) and high performance liquid chromatography (HPLC) retention time (tR): 2.04 min.

References

[1] Patent: US2004/102435, 2004, A1

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