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| | Methyl 5-methoxysalicylate Basic information |
| Product Name: | Methyl 5-methoxysalicylate | | Synonyms: | METHYL 2-HYDROXY-5-METHOXY-BENZOATE;2-HYDROXY-5-METHOXYBENZOIC ACID METHYL ESTER;5-METHOXYSALICYLIC ACID METHYL ESTER;RARECHEM AL BF 0042;5-Methoxysalicylic Acid Methyl Ester
Methyl 2-Hydroxy-5-methoxybenzoate
2-Hydroxy-5-methoxybenzoic Acid Methyl Ester;Methyl 5-Methoxy Salicylicate;Methyl5-Methoxysalicylate>;Benzoic acid, 2-hydroxy-5-methoxy-, methyl ester | | CAS: | 2905-82-0 | | MF: | C9H10O4 | | MW: | 182.17 | | EINECS: | | | Product Categories: | Aromatic Esters;Acids and Derivatives;Alcohols and Derivatives | | Mol File: | 2905-82-0.mol |  |
| | Methyl 5-methoxysalicylate Chemical Properties |
| Boiling point | 235-240 °C (lit.) | | density | 1.223 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.544(lit.) | | Fp | >230 °F | | storage temp. | Storage temp. 2-8°C | | pka | 10.24±0.18(Predicted) | | form | clear liquid | | color | Colorless to Light yellow | | λmax | 334nm(CH3CN)(lit.) | | InChI | 1S/C9H10O4/c1-12-6-3-4-8(10)7(5-6)9(11)13-2/h3-5,10H,1-2H3 | | InChIKey | DFNBGZODMHWKKK-UHFFFAOYSA-N | | SMILES | COC(=O)c1cc(OC)ccc1O | | CAS DataBase Reference | 2905-82-0(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 2918999090 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | Methyl 5-methoxysalicylate Usage And Synthesis |
| Synthesis | To a solution of N,N-dimethylformamide (80 mL) of 2-hydroxy-5-methoxybenzoic acid (6.0 g, 35.68 mmol) was sequentially added sodium bicarbonate (3.15 g, 37.46 mmol) and iodomethane (2.33 mL, 37.46 mmol). The reaction mixture was stirred at 80 °C for 3 hours. Upon completion of the reaction, ice water was added to the mixture, followed by extraction with ether. The combined organic phases were washed sequentially with water and saturated brine and then dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give the brown oily product methyl 2-hydroxy-5-methoxybenzoate (5.38 g, 82.8% yield). | | References | [1] Patent: US2004/242615, 2004, A1. Location in patent: Page/Page column 13
[2] ChemMedChem, 2016, vol. 11, # 1, p. 108 - 118
[3] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 2, p. 334 - 343
[4] Organic Letters, 2018, vol. 20, # 5, p. 1316 - 1319 |
| | Methyl 5-methoxysalicylate Preparation Products And Raw materials |
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