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3-Bromo-5-methoxybenzoic acid

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3-Bromo-5-methoxybenzoic acid Basic information
Product Name:3-Bromo-5-methoxybenzoic acid
Synonyms:5-BROMO-3-METHOXYBENZOIC ACID;3-Bromo-5-methoxybenzoic acid 99%;3-Bromo-5-carboxyanisole;3-Bromo-5-carboxyanisole, 5-Bromo-m-anisic acid;Benzoic acid, 3-bromo-5-methoxy-;3-Bromo-5-methoxybenzoic acid
CAS:157893-14-6
MF:C8H7BrO3
MW:231.04
EINECS:
Product Categories:Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
Mol File:157893-14-6.mol
3-Bromo-5-methoxybenzoic acid Structure
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
pka3.69±0.10(Predicted)
color White to off-white
CAS DataBase Reference157893-14-6
Safety Information
HS Code 2918999090
MSDS Information
3-Bromo-5-methoxybenzoic acid Usage And Synthesis
Synthesis
2-AMINO-5-BROMO-3-METHOXYBENZOIC ACID

864293-44-7

3-BROMO-5-METHOXYBENZOIC ACID

157893-14-6

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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