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Vanillylacetone
Weight194.23 g/mol
FormulaC11H14O3
Hydrogen Acceptors3
Hydrogen Donors1
Aromatic Rings1
Rotatable Bonds4

Vanillylacetone (122-48-5)

zingerone  ·  4-(4-hydroxy-3-methoxyphenyl)butan-2-one  ·  vanillyl acetone

Score: #1279 in Biochemistry , #3146 in Biology , #3938 in Chemistry
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Alternate Names

  • zingerone
  • 4-(4-hydroxy-3-methoxyphenyl)butan-2-one
  • vanillyl acetone
  • 0 paradol
  • SMILES
    CC(=O)CCC1=CC(=C(C=C1)O)OC
  • InChIKey
    OJYLAHXKWMRDGS-UHFFFAOYSA-N

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Synthesis

Guaiacol  +  4-Chloro-2-butanone (Friedel-Crafts alkylation)
4-(3-hydroxybutyl)-2-methoxyphenol  +  dimethyl sulfide (Corey-Kim oxidation of secondary alcohols)
Reactant  +  Methyl hydroperoxide (Dakin oxidation)
Acetonitrile  +  Reactant (Grignard carbonyl)
Synthesis of Vanillylacetone ›

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