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| | Methyl 4-methoxysalicylate Basic information |
| | Methyl 4-methoxysalicylate Chemical Properties |
| Melting point | 50-53 °C (lit.) | | Boiling point | 134°C 7mm | | density | 1.1634 (rough estimate) | | refractive index | 1.4600 (estimate) | | Fp | >230 °F | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | 9.38±0.10(Predicted) | | form | Crystalline Powder or Crystals | | color | White to light yellow | | Water Solubility | Soluble in acetone. Insoluble in water. | | BRN | 2691644 | | InChI | 1S/C9H10O4/c1-12-6-3-4-7(8(10)5-6)9(11)13-2/h3-5,10H,1-2H3 | | InChIKey | ZICRWXFGZCVTBZ-UHFFFAOYSA-N | | SMILES | COC(=O)c1ccc(OC)cc1O | | LogP | 2.430 (est) | | CAS DataBase Reference | 5446-02-6(CAS DataBase Reference) | | NIST Chemistry Reference | Methyl 4-methoxysalicylate(5446-02-6) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39-24/25 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29189900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | Methyl 4-methoxysalicylate Usage And Synthesis |
| Chemical Properties | white to light yellow crystalline powder | | Uses | Methyl 4-methoxysalicylate (methyl 2-hydroxy-4-methoxybenzoate) was used in the enantioselective synthesis of (+)-coriandrone A and B, two bioactive natural products. | | Synthesis | General procedure for the synthesis of methyl 4-methoxysalicylate from methyl 4-methoxybenzoate: Ru(MesCO2)(L) (p-cymene) [L=2,2'-bipyridine or 4,4'-dibromo bipyridine] (2.5 mol%), oxidizing agent (2.0 eq.), and methyl 4-methoxybenzoate (1.0 eq.) were added to a sealed tube. Subsequently, a mixture of trifluoroacetic acid (TFA) and trifluoroacetic anhydride (TFAA) in the ratio of 0.6 mL:0.4 was added. The reaction mixture was placed in an oil bath preheated to 110 °C and stirred until the reaction was complete, and the reaction process was continuously monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was quenched by the addition of ice water and extracted with dichloromethane. The organic layer was dried with anhydrous sodium sulfate (Na2SO4) and subsequently concentrated by rotary evaporator. Finally, the residue was purified by silica gel column chromatography to afford the target product methyl 4-methoxysalicylate. | | References | [1] Tetrahedron Letters, 2017, vol. 58, # 38, p. 3743 - 3746 |
| | Methyl 4-methoxysalicylate Preparation Products And Raw materials |
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