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Weight194.186 g/mol
FormulaC10H10O4
Hydrogen Acceptors3
Hydrogen Donors2
Aromatic Rings1
Rotatable Bonds3

ferulic acid

ferulic acid, (Z)-isomer  ·  4-hydroxy-3-methoxycinnamic acid  ·  ferulic acid, monosodium salt

1135-24-6, 97274-61-8, 537-98-4
Score: #453 in Biochemistry , #1473 in Biology , #1728 in Chemistry
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Alternate Names

  • ferulic acid, (Z)-isomer
  • 4-hydroxy-3-methoxycinnamic acid
  • ferulic acid, monosodium salt
  • 8,8'-diferulic acid
  • ferulic acid, (E)-isomer
  • sodium ferulate
  • SMILES
    COC1=C(C=CC(=C1)C=CC(=O)O)O
  • InChIKey
    KSEBMYQBYZTDHS-UHFFFAOYSA-N

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Synthesis

Vanillin  +  ACETIC ANHYDRIDE (Perkin reaction)
Acrylic Acid  +  4-Chloro-2-methoxyphenol (Heck terminal vinyl)
Reactant  +  dimethyl sulfide (Corey-Kim oxidation of secondary alcohols)
Reactant  +  Methyl hydroperoxide (Dakin oxidation)
glyoxylic acid  +  Reactant (Wittig)
Reactant  +  1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide (Nicolaou IBX dehydrogenation)
Synthesis of ferulic acid ›

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