Identification | More | [Name]
METHYL 3-HYDROXY-4-METHYLBENZOATE | [CAS]
3556-86-3 | [Synonyms]
3-HYDROXY-4-METHYLBENZOIC ACID METHYL ESTER 3-HYDROXY-P-TOLUIC ACID METHYL ESTER METHYL 3-HYDROXY-4-METHYLBENZOATE 3,4-Cresotic acid methyl ester | [Molecular Formula]
C9H10O3 | [MDL Number]
MFCD00213808 | [Molecular Weight]
166.17 | [MOL File]
3556-86-3.mol |
Chemical Properties | Back Directory | [Melting point ]
119.0-120.5 °C | [Boiling point ]
294.6±20.0 °C(Predicted) | [density ]
1.169±0.06 g/cm3(Predicted) | [storage temp. ]
Hygroscopic, Refrigerator, under inert atmosphere | [solubility ]
Acetone (Slightly), Chloroform (Slightly) | [form ]
Solid | [pka]
9.50±0.10(Predicted) | [color ]
Tan | [CAS DataBase Reference]
3556-86-3(CAS DataBase Reference) |
Questions And Answer | Back Directory | [Synthesis]
Methyl 3-hydroxy-4-methylbenzoate is synthesized by the following steps:The amino ester 35 (60 g, 0.364 mol) was added to dil. H2SO4 (125 ml conc. H2SO4 diluted with 1 L water) and warmed on a water bath until all the compound was dissolved. Cold water (800 ml) was added and the mixture was cooled to 0 °C. NaNO2 (62.6 g, 0.907 mol) was added to this mixture with constant stirring. It was then stirred at room temperature for 15 minutes. Then, urea (65.4 g, 1.09 mol) was added in portions. The mixture was warmed at 50 oC for 15 minutes (temperature was not allowed to rise above 55 oC). EtOAc was added to the reaction mixture and washed with brine, dried (anhydrous Na2SO4), filtered and concentrated under reduced pressure to afford a colourless solid (26.56 g). |
Hazard Information | Back Directory | [Uses]
Methyl 4-Methyl-3-hydroxybenzoate is used in the preparation of potent antimalarial agents. Also used in the preparation of aromatic inhibtors of anthranilate synthase. |
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