4-Bromo-3-methoxybenzoic acid

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CAS:56256-14-5
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CAS:56256-14-5
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4-Bromo-3-methoxybenzoic acid Basic information
Product Name:4-Bromo-3-methoxybenzoic acid
Synonyms:2-Bromo-5-carboxyanisole, 4-Bromo-m-anisic acid;4-Bromo-3-methoxybenzoic acid;2-Bromo-5-carboxyanisole;4-BROMO-3-METHOXYBENZOIC ACID 98;4-Bromo-3-methoxybenzoic acid 98%;4-BROMO-3-METHOXYBEN;Benzoic acid, 4-bromo-3-methoxy-;4-Bromo-3-methoxybenzoic acid ISO 9001:2015 REACH
CAS:56256-14-5
MF:C8H7BrO3
MW:231.04
EINECS:
Product Categories:Acids & Esters;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;blocks;Bromides;Carboxes
Mol File:56256-14-5.mol
4-Bromo-3-methoxybenzoic acid Structure
4-Bromo-3-methoxybenzoic acid Chemical Properties
Melting point 221-224
Boiling point 333.7±27.0 °C(Predicted)
density 1.625±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
form crystalline solid
pka3.85±0.10(Predicted)
color Off-white
Safety Information
Hazard Codes Xi
RIDADR UN2811
Hazard Note Irritant/Keep Cold
HS Code 2918999090
MSDS Information
4-Bromo-3-methoxybenzoic acid Usage And Synthesis
Chemical Propertiesoff-white powder
Synthesis
METHYL 4-BROMO-3-METHOXYBENZOATE

17100-63-9

4-Bromo-3-methoxybenzoic acid

56256-14-5

General procedure for the synthesis of 4-bromo-3-methoxybenzoic acid from methyl 4-bromo-3-methoxybenzoate: To a stirred solution of methyl 4-bromo-3-methoxybenzoate (11.2 g) in THF (130 mL) was added methanol (45 mL), water (45 mL), and a 1 M aqueous lithium hydroxide (140 mL) in sequence. The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the solvent was removed by rotary evaporator under reduced pressure. Water was added to the residue, followed by the dropwise addition of 1 N hydrochloric acid while cooling in an ice bath until the pH of the mixture reached 4. The precipitated solid product was collected by diafiltration, washed with water and dried under reduced pressure to give 10.1 g of the title compound 4-bromo-3-methoxybenzoic acid, which was used in the subsequent reaction without further purification.1H-NMR (300 MHz. DMSO-d6): δ[ppm] = 3.87 (s, 3H), 7.42 (dd, 1H), 7.50 (d, 1H), 7.68 (d, 1H), 13.21 (br s, 1H).

References[1] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 2267 - 2273
[2] Patent: US2003/45557, 2003, A1
[3] Patent: WO2011/64328, 2011, A1. Location in patent: Page/Page column 79-80
[4] Patent: WO2012/143329, 2012, A1. Location in patent: Page/Page column 89
[5] Patent: WO2013/87579, 2013, A1. Location in patent: Page/Page column 96; 97
4-Bromo-3-methoxybenzoic acid Preparation Products And Raw materials
Raw materialsMETHYL 4-BROMO-3-METHOXYBENZOATE-->Methanol-->Water-->Lithium hydroxide-->Tetrahydrofuran
Tag:4-Bromo-3-methoxybenzoic acid(56256-14-5) Related Product Information
3-Bromo-2-methoxybenzoic acid ethyl 3-bromo-5-methoxybenzoate METHYL 4-BROMO-2-METHOXYBENZOATE 98 Methyl 4-acetamido-5-bromo-2-methoxybenzoate METHYL 2-BROMO-5-METHOXYBENZOATE 5-Bromo-2-methoxybenzoic acid 4-Bromo-3-methoxybenzoic acid 3-(BENZYLOXY)-4-BROMOBENZOIC ACID 98 4-BROMO-3,5-DIMETHOXYBENZOIC ACID METHYL 4-BROMO-3-METHOXYBENZOATE METHYL 3-(BENZYLOXY)-4-BROMOBENZOATE 98 TERT-BUTYL 4-BROMO-3-METHOXYBENZOATE 98 TERT-BUTYL 3-BENZYLOXY-4-BROMOBENZOATE 2,4-DIBROMO-3-(DIFLUOROMETHOXY)BENZOIC ACID METHYL 3-BROMO-4-METHOXYBENZOATE 98 2-Bromo-5-methoxybenzoic acid, 98+% 4-AMINO-5-BROMO-2-METHOXYBENZENECARBOXYLIC ACID 3-Bromo-4-methoxybenzoic acid, 98+%

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