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About This Item
Linear Formula:
CH2=CHCONHCH2OH
CAS Number:
Molecular Weight:
101.10
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
506646
form
liquid
Quality Segment
contains
30 ppm monomethyl ether hydroquinone as inhibitor
concentration
48 wt. % in H2O
refractive index
n
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
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.
Signal Word
Danger
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
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
PPE (personal protective equipment)
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Carc. 1B - Muta. 1B - PBT - Repr. 2 - Skin Sens. 1 - STOT RE 1 - STOT RE 2 Oral - vPvB
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