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Dehydrozingerone
Weight192.214 g/mol
FormulaC11H12O3
Hydrogen Acceptors3
Hydrogen Donors1
Aromatic Rings1
Rotatable Bonds3

Dehydrozingerone (22214-42-2, 1080-12-2)

4-hydroxy-3-methoxybenzalacetone  ·  methyl-3-methoxy-4-hydroxystyryl ketone, (E)-iosmer  ·  methyl-3-methoxy-4-hydroxystyryl ketone

Score: #24 in Medicinal chemistry , #2065 in Biochemistry , #4298 in Biology , #5421 in Chemistry
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Alternate Names

  • 4-hydroxy-3-methoxybenzalacetone
  • methyl-3-methoxy-4-hydroxystyryl ketone, (E)-iosmer
  • methyl-3-methoxy-4-hydroxystyryl ketone
  • 4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-one
  • dehydrozingerol
  • vanillidene acetone
  • MMHSK
  • SMILES
    CC(=O)C=CC1=CC(=C(C=C1)O)OC
  • InChIKey
    AFWKBSMFXWNGRE-UHFFFAOYSA-N

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Synthesis

METHYL VINYL KETONE  +  4-Chloro-2-methoxyphenol (Heck terminal vinyl)
Reactant  +  dimethyl sulfide (Corey-Kim oxidation of secondary alcohols)
Reactant  +  4-Chloro-2-methoxyphenol (Stille)
methylglyoxal  +  Reactant (Wittig)
Acetonitrile  +  Reactant (Grignard carbonyl)
Reactant  +  1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide (Nicolaou IBX dehydrogenation)
Synthesis of Dehydrozingerone ›

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