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| | 2-Hydroxy-3,4-dimethoxybenzoic acid Basic information |
| Product Name: | 2-Hydroxy-3,4-dimethoxybenzoic acid | | Synonyms: | 3,4-DIMETHOXYSALICYLIC ACID;3,4-DIMETHOXY-2-HYDROXYBENZOIC ACID;HYDROXY-3,4-DIMETHOXYBENZOIC ACID, 2-;2-Hydroxy-3,4-dimethoxybenzoic;AKOS 244-33;2-HYDROXY-3,4-DIMETHOXYBENZOICCID 97%;Benzoic acid, 2-hydroxy-3,4-dimethoxy-;VERATRIC ACID, 2-HYDROXY- | | CAS: | 5653-46-3 | | MF: | C9H10O5 | | MW: | 198.17 | | EINECS: | 227-096-9 | | Product Categories: | Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts | | Mol File: | 5653-46-3.mol |  |
| | 2-Hydroxy-3,4-dimethoxybenzoic acid Chemical Properties |
| Melting point | 170-172℃ | | Boiling point | 334℃ | | density | 1.335 | | Fp | 134℃ | | storage temp. | Inert atmosphere,Room Temperature | | form | Solid | | color | White to off-white | | LogP | 2.070 (est) |
| Hazard Codes | Xi | | Risk Statements | 36 | | Safety Statements | 26 |
| | 2-Hydroxy-3,4-dimethoxybenzoic acid Usage And Synthesis |
| Uses | 2-Hydroxy-3,4-dimethoxybenzoic acid (3,4-Dimethoxysalicylic acid) is an olefinic benzene derivative[1]. | | Definition | ChEBI: 2-HYDROXY-3,4-DIMETHOXYBENZOIC ACID is a methoxybenzoic acid. | | Synthesis | General procedure for the synthesis of 2-hydroxy-3,4-dimethoxybenzoic acid (3-B) from 2,3,4-trimethoxybenzoic acid (3-A):[04081]
1. 2,3,4-trimethoxybenzoic acid (3-A) (1.06 g, 5 mmol) was dissolved in dichloromethane (DCM) (30 mL) at -20 °C.
2. Boron tribromide (BBr3) (0.5 mL, 5.5 mmol) was slowly added to the above solution, keeping the reaction temperature at -20 °C.
3. The reaction mixture was stirred continuously for 30 minutes at -20°C. 4.
4. Upon completion of the reaction, sodium bicarbonate (NaHCO3) was added to quench the reaction.
5. 2N hydrochloric acid (HCl) (50mL) was added followed by extraction with dichloromethane (DCM).
6. The organic layer was separated and concentrated to give the target product 2-hydroxy-3,4-dimethoxybenzoic acid (3-B) (705 mg, 62.2% yield). | | References | [1] Solheim E, et al. Metabolism of alkenebenzene derivatives in the rat. II. Eugenol and isoeugenol methyl ethers[J]. Xenobiotica, 1976, 6(3): 137-150. DOI:10.3109/00498257609151624 |
| | 2-Hydroxy-3,4-dimethoxybenzoic acid Preparation Products And Raw materials |
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