Basic information Synthesis Safety Supplier Related

METHYL 3-HYDROXY-4-METHYLBENZOATE

Basic information Synthesis Safety Supplier Related

METHYL 3-HYDROXY-4-METHYLBENZOATE Basic information

Product Name:
METHYL 3-HYDROXY-4-METHYLBENZOATE
Synonyms:
  • benzoic acid, 3-hydroxy-4-methyl-, methyl ester
  • Methyl 4-Methyl-3-hydroxybenzoate
  • METHYL 3-HYDROXY-4-METHYLBENZOATE
  • 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%
CAS:
3556-86-3
MF:
C9H10O3
MW:
166.17
Product Categories:
  • Esters
  • Phenyls & Phenyl-Het
Mol File:
3556-86-3.mol
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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)
pka
9.50±0.10(Predicted)
form 
Solid
color 
Tan
Stability:
Hygroscopic
CAS DataBase Reference
3556-86-3(CAS DataBase Reference)
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Safety Information

HazardClass 
IRRITANT
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METHYL 3-HYDROXY-4-METHYLBENZOATE Usage And Synthesis

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).

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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