3-BROMO-5-METHOXYBENZOIC ACID Chemical Properties

Melting point:

190-191 °C(Solv: ethanol (64-17-5))

Boiling point:

338.8±27.0 °C(Predicted)

Density 

1.625±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder

pka

3.69±0.10(Predicted)

color 

White to off-white

CAS DataBase Reference

157893-14-6

Safety Information

HS Code 

2918999090

3-BROMO-5-METHOXYBENZOIC ACID Usage And Synthesis

Synthesis

The general procedure for the synthesis of 3-bromo-5-methoxybenzoic acid from 2-amino-5-bromo-3-methoxybenzoic acid was as follows: 2-amino-5-bromo-3-methoxybenzoic acid (4 g, 16.3 mmol) was dissolved in water (20 mL) at 0 °C. Subsequently, concentrated hydrochloric acid (7.5 mL, 90 mmol) and tetrahydrofuran (20 mL) were added to this solution. The reaction mixture was stirred for 30 minutes and then sodium nitrite (3.16 g, 45.8 mmol) was added. After continued stirring for 2 h, hypophosphorous acid (5.1 g, 76 mmol, 50% aqueous solution) was added to the reaction system. The mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the precipitate was collected by filtration, washed with water and dried under vacuum to afford the target product 3-bromo-5-methoxybenzoic acid (3.2 g, 85% yield). The product was analyzed by ESI-MS, m/z: 229.2 [M-H]?

References

[1] Patent: US2009/203677, 2009, A1. Location in patent: Page/Page column 53
[2] Patent: US2009/197871, 2009, A1. Location in patent: Page/Page column 53
[3] Patent: WO2009/100169, 2009, A1. Location in patent: Page/Page column 131
[4] Patent: US2014/288045, 2014, A1. Location in patent: Paragraph 0512
[5] Patent: WO2016/44772, 2016, A1. Location in patent: Paragraph 303; 304

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