4-BROMO-2-HYDROXYBENZOIC ACID
4-Bromo-2-hydroxybenzoic acid
CAS: 1666-28-0
Molecular Formula: C7H5BrO3
4-BROMO-2-HYDROXYBENZOIC ACID - Names and Identifiers
| Name | 4-Bromo-2-hydroxybenzoic acid |
| Synonyms | 4-BROMOSALICYLIC ACID 4-Bromosalicyclic acid 2-Hydroxy-4-bromobenzoicacid 4-Bromo-2-hydroxybenzoic acid 4-BROMO-2-HYDROXYBENZOIC ACID 4-Bromo-2-Hydroxy-Benzoic Acid 4-Bromosalicylic acid, 5-Bromo-2-carboxyphenol 4-Bromo-2-Hydroxybenzoic Acid 2-Hydroxy-4-Bromobenzoic Acid |
| CAS | 1666-28-0 |
| EINECS | 624-267-3 |
| InChI | InChI=1/C7H5BrO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,(H,10,11) |
| InChIKey | FYAKLZKQJDBBKW-UHFFFAOYSA-N |
4-BROMO-2-HYDROXYBENZOIC ACID - Physico-chemical Properties
| Molecular Formula | C7H5BrO3 |
| Molar Mass | 217.02 |
| Density | 1.861±0.06 g/cm3(Predicted) |
| Melting Point | 164-165°C |
| Boling Point | 330.2±32.0 °C(Predicted) |
| Flash Point | 153.5°C |
| Vapor Presure | 6.78E-05mmHg at 25°C |
| Appearance | Crystalline powder |
| pKa | 2.71±0.10(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Sensitive | Sensitive to heat, light and moisture |
| Refractive Index | 1.654 |
| MDL | MFCD06797970 |
4-BROMO-2-HYDROXYBENZOIC ACID - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | 2811 |
| WGK Germany | 3 |
| Hazard Class | IRRITANT |
| Packing Group | Ⅲ |
4-BROMO-2-HYDROXYBENZOIC ACID - Reference
| Reference Show more | 1. [IF=5.373] Han Yan et al."A label-free electrochemical immunosensing platform based on PEI-rGO/Pt@Au NRs for rapid and sensitive detection of zearalenone."Bioelectrochemistry. 2022 Feb;143:107955 |
4-BROMO-2-HYDROXYBENZOIC ACID - Reference Information
| introduction | 2-hydroxy-4-bromobenzoic acid is solid at normal temperature and pressure. it is a derivative of salicylic acid, stable at normal temperature, decomposes into phenol and carbon dioxide by rapid heating, and has the general properties of partial acid. |
| use | 2-hydroxy-4-bromobenzoic acid is an anti-scorch agent in the pharmaceutical molecule and rubber industry and an intermediate for the production of ultraviolet absorbers and foaming agents. In the synthetic transformation, the bromine unit on the benzene ring can be easily converted into aryl or boric acid; the phenolic hydroxyl and carboxyl groups have a certain acidity, and they can be alkylated under alkaline conditions. The reaction obtains phenol ether products and esterification products respectively. |
| synthesis method | in nitrogen environment, add copper bromide (II)(8.8g, 39.4 mmol, 1.2 equivalent), acetonitrile (50 ml) and 4-aminosalicylic acid (5.1g, 49.5 mmol, 1.5 equivalent) to the vacuum dry reaction bottle, cool the reaction mixture to 0 ℃, 2-hydroxy-4-bromobenzoic acid precursor (5.0g, 32.6 mmol, 1.0 equivalent) was added in batches. Add additional acetonitrile (25 ml) to the mixture and stir at 0°C for 2 hours. The combined organic extract was washed with 20% aqueous hydrochloric acid, dried on magnesium sulfate, filtered, and concentrated under reduced pressure. The residue is dissolved in diethyl ether, and the obtained solution is extracted with a 15% sodium hydroxide aqueous solution. The aqueous solution is partially washed with diethyl ether, acidified with a 6N hydrochloric acid aqueous solution to pH1, and the mixture is extracted with diethyl ether. The combined organic extracts were washed with brine, dried on magnesium sulfate, filtered and concentrated under reduced pressure. The residue is treated with chloroform, and the precipitate obtained is collected by filtration to obtain 2-hydroxy-4-bromobenzoic acid. |
Last Update：2024-04-09 20:52:54
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