Date published: 2025-11-23

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N-(Hydroxymethyl)acrylamide (CAS 924-42-5)

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Alternate Names:
N-Methylolacrylamide
CAS Number:
924-42-5
Molecular Weight:
101.11
Molecular Formula:
C4H7NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-(Hydroxymethyl)acrylamide (HMAA) is a highly versatile and widely employed organic compound extensively utilized in biochemistry and physiology. This crystalline solid is white, odorless, and boasts a melting point of approximately 71°C. As a monomer, N-(Hydroxymethyl)acrylamide serves as a fundamental building block for synthesizing polymers and copolymers, as well as a cross-linking agent in a diverse array of applications. Moreover, it plays a pivotal role as a reagent in the synthesis of various compounds. Due to its manifold utility, N-(Hydroxymethyl)acrylamide finds extensive application in scientific research. Notably, it contributes significantly to the synthesis of polymers and copolymer systems, as well as acts as a bridge, linking molecules together to form larger, more stable structures in polymerization processes. Furthermore, it has proved invaluable in investigating protein structure and function, as well as in exploring enzyme kinetics. Additionally, the compound has been instrumental in unraveling the secrets of nucleic acids, revealing insights into their structure and function. N-(Hydroxymethyl)acrylamide stands as a multifaceted monomer, enabling the creation of polymers and copolymers, acting as a vital cross-linking agent, and serving as a valuable reagent in the synthesis of diverse compounds. Its broad range of applications and scientific significance continue to make it an indispensable component in various fields of study and industry.


N-(Hydroxymethyl)acrylamide (CAS 924-42-5) References

  1. Comparison of the hemoglobin adducts formed by administration of N-methylolacrylamide and acrylamide to rats.  |  Fennell, TR., et al. 2003. Toxicol Sci. 71: 164-75. PMID: 12563102
  2. Chromosome aberrations in tunnel workers exposed to acrylamide and N-methylolacrylamide.  |  Kjuus, H., et al. 2005. Scand J Work Environ Health. 31: 300-6. PMID: 16161713
  3. Nerve conduction, visual evoked responses and electroretinography in tunnel workers previously exposed to acrylamide and N-methylolacrylamide containing grouting agents.  |  Goffeng, LO., et al. 2008. Neurotoxicol Teratol. 30: 186-94. PMID: 18353610
  4. Magnetocaloric effect in magnetothermally-responsive nanocarriers for hyperthermia-triggered drug release.  |  Li, J., et al. 2012. Nanotechnology. 23: 505706. PMID: 23183247
  5. Grafting of N-(hydroxymethyl) acrylamide on to κ-carrageenan: synthesis, characterization and applications.  |  Verma, SK., et al. 2014. Carbohydr Polym. 102: 590-7. PMID: 24507323
  6. Graft [partially carboxymethylated guar gum-g-poly N-(hydroxymethyl) acrylamide] copolymer: from synthesis to applications.  |  Pandey, VS., et al. 2014. Carbohydr Polym. 110: 285-91. PMID: 24906757
  7. New normoxic N-(Hydroxymethyl)acrylamide based polymer gel for 3D dosimetry in radiation therapy.  |  Rabaeh, KA., et al. 2017. Phys Med. 33: 121-126. PMID: 28094138
  8. Fabrication of Photothermo-Responsive Drug-Loaded Nanogel for Synergetic Cancer Therapy.  |  Chang, R. and Tsai, WB. 2018. Polymers (Basel). 10: PMID: 30961023
  9. Cyclodextrin-functionalized cellulose filter paper for selective capture of diclofenac.  |  Ares, AM., et al. 2019. Carbohydr Polym. 220: 43-52. PMID: 31196549
  10. Improved Dose Response of N-(hydroxymethyl)acrylamide Gel Dosimeter with Calcium Chloride for Radiotherapy.  |  Rabaeh, KA., et al. 2022. Gels. 8: PMID: 35200459
  11. Transparent tissue in solid state for solvent-free and antifade 3D imaging.  |  Hsiao, FT., et al. 2023. Nat Commun. 14: 3395. PMID: 37296117
  12. N-methylolacrylamide.  |  . 1994. IARC Monogr Eval Carcinog Risks Hum. 60: 435-43. PMID: 7869578
  13. Reproductive toxicology. N-(hydroxymethyl)acrylamide.  |  . 1997. Environ Health Perspect. 105 Suppl 1: 265-6. PMID: 9114317

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-(Hydroxymethyl)acrylamide, 25 g

sc-486126
25 g
$31.00