Methyl 3-hydroxy-4-methylbenzoate

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Methyl 3-hydroxy-4-methylbenzoate Basic information
Synthesis
Product Name:Methyl 3-hydroxy-4-methylbenzoate
Synonyms:benzoic acid, 3-hydroxy-4-methyl-, methyl ester;Methyl 4-Methyl-3-hydroxybenzoate;3-HYDROXY-4-METHYLBENZOIC ACID METHYL ESTER;3-HYDROXY-P-TOLUIC ACID METHYL ESTER;3,4-Cresotic acid methyl ester;Methyl 3-hydroxy-4-methylbenzoate 98%;Methyl 3-hydroxy-4-methylbenzoate
CAS:3556-86-3
MF:C9H10O3
MW:166.17
EINECS:
Product Categories:Esters;Phenyls & Phenyl-Het
Mol File:3556-86-3.mol
Methyl 3-hydroxy-4-methylbenzoate Structure
Methyl 3-hydroxy-4-methylbenzoate Chemical Properties
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)
pka9.50±0.10(Predicted)
form Solid
color Tan
Stability:Hygroscopic
InChIInChI=1S/C9H10O3/c1-6-3-4-7(5-8(6)10)9(11)12-2/h3-5,10H,1-2H3
InChIKeyGCSINTLJUNXLLU-UHFFFAOYSA-N
SMILESC(OC)(=O)C1=CC=C(C)C(O)=C1
CAS DataBase Reference3556-86-3(CAS DataBase Reference)
Safety Information
HazardClass IRRITANT
MSDS Information
Methyl 3-hydroxy-4-methylbenzoate Usage And Synthesis
SynthesisMethyl 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).
UsesMethyl 4-Methyl-3-hydroxybenzoate is used in the preparation of potent antimalarial agents. Also used in the preparation of aromatic inhibtors of anthranilate synthase.
Methyl 3-hydroxy-4-methylbenzoate Preparation Products And Raw materials
Tag:Methyl 3-hydroxy-4-methylbenzoate(3556-86-3) Related Product Information
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