| Identification | More | [Name]
METHYL 5-METHOXYSALICYLATE | [CAS]
2905-82-0 | [Synonyms]
2-HYDROXY-5-METHOXYBENZOIC ACID METHYL ESTER
5-METHOXYSALICYLIC ACID METHYL ESTER
METHYL 2-HYDROXY-5-METHOXY-BENZOATE
METHYL 5-METHOXYSALICYLATE
RARECHEM AL BF 0042
Methyl 5-Methoxy Salicylicate | [Molecular Formula]
C9H10O4 | [MDL Number]
MFCD00017185 | [Molecular Weight]
182.17 | [MOL File]
2905-82-0.mol |
| Chemical Properties | Back Directory | [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 | [form ]
clear liquid | [pka]
10.24±0.18(Predicted) | [color ]
Colorless to Light yellow | [λmax]
334nm(CH3CN)(lit.) | [CAS DataBase Reference]
2905-82-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
2918999090 |
| Hazard Information | Back Directory | [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 |
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