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N-Methylolacrylamide
Weight101.105 g/mol
FormulaC4H7NO2
Hydrogen Acceptors2
Hydrogen Donors2
Aromatic Rings0
Rotatable Bonds2

N-Methylolacrylamide (924-42-5)

monomethylolacrylamide  ·  N-MAM  ·  N-hydroxymethylacrylamide

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Areas of Application

Safety

  • H302: Harmful if swallowed
    Warning Acute toxicity, oral - Category 4
  • H360: May damage fertility or the unborn child
    Danger Reproductive toxicity - Category 1A, 1B
  • H373: Causes damage to organs through prolonged or repeated exposure
    Warning Specific target organ toxicity, repeated exposure - Category 2

Trends

Alternate Names

  • monomethylolacrylamide
  • N-MAM
  • N-hydroxymethylacrylamide
  • N-methanolacrylamide
  • N-(hydroxymethyl)acrylamide
  • SMILES
    C=CC(=O)NCO
  • InChIKey
    CNCOEDDPFOAUMB-UHFFFAOYSA-N

External Links

Synthesis

Acryloyl chloride  +  Aminomethanol (Schotten-Baumann amide from acid)
Reactant  +  1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide (Nicolaou IBX dehydrogenation)
Synthesis of N-Methylolacrylamide ›

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