245801

N-(Hydroxymethyl)acrylamide solution

48 wt. % in H₂O

• Synonym(s): Monomethylolacrylamide, N-(Hydroxymethyl)acrylamide, N-Methanolacrylamide
• Linear Formula: CH₂=CHCONHCH₂OH
• CAS Number: 924-42-5
• Molecular Weight: 101.10
• Beilstein/REAXYS Number: 506646
• MDL number: MFCD00004597
• UNSPSC Code: 12162002
• PubChem Substance ID: 24854759
• NACRES: NA.23

Properties

• form: liquid
• Quality Level: 100
• contains: 30 ppm monomethyl ether hydroquinone as inhibitor
• concentration: 48 wt. % in H₂O
• refractive index: n20/D 1.413
• density: 1.074 g/mL at 25 °C
• SMILES string: OCNC(=O)C=C
• InChI: 1S/C4H7NO2/c1-2-4(7)5-3-6/h2,6H,1,3H2,(H,5,7)
• InChI key: CNCOEDDPFOAUMB-UHFFFAOYSA-N

Description

General description

N-(Hydroxymethyl)acrylamide (NHMA) is a bifunctional monomer with both a reactive vinyl group and a hydroxymethyl group, making it significant in polymer chemistry. It is known for forming hydrophilic, cross-linked networks, with applications in biomedical fields such as drug delivery systems, contact lenses, and tissue engineering, as well as in industrial UV-curable resins. NHMA is commonly used in hydrogel formulations for drug delivery and wound dressings. Additionally, it can be applied in creating bioadhesives or sealants for medical purposes, such as sealing wounds or attaching medical devices to tissues.

Application

N-(Hydroxymethyl)acrylamide can be used as:

• A monomer in the development of polymer gel dosimeters specifically designed for radiation therapy applications. The incorporation of NHMA enhances the sensitivity of the dosimeter to radiation doses.
• A monomer in the development of thermo-responsive polymeric gates, which exhibits thermo-responsive behavior. The incorporation of NHMA enhances the overall properties of the polymer, allowing for better control over the release mechanisms in response to temperature changes.
• A key monomer in the synthesis of double-hydrophilic and amphiphilic block glycopolymers, contributing to their self-assembly properties, biocompatibility, and functionalization potential. These characteristics make NHMA-based glycopolymers valuable for various biomedical applications, including drug delivery systems, biosensors, and tissue engineering.

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301,H317,H340,H350,H361,H372,H373
• pcodes: P202 - P260 - P264 - P280 - P301 + P310 - P302 + P352
• Hazard Classifications: Acute Tox. 3 Oral - Carc. 1B - Muta. 1B - Repr. 2 - Skin Sens. 1 - STOT RE 1 - STOT RE 2 Oral
• target_organs: Peripheral nervous system
• Storage Class: 6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter