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N-Isopropylacrylamide

Catalog Number
ACMA00017052
Product Name
N-Isopropylacrylamide
Category
Polymers
IUPAC Name
N-propan-2-ylprop-2-enamide
Molecular Weight
113.16g/mol
Molecular Formula
C6H11NO
Canonical SMILES
CC(C)NC(=O)C=C
InChI
InChI=1S/C6H11NO/c1-4-6(8)7-5(2)3/h4-5H,1H2,2-3H3,(H,7,8)
InChI Key
QNILTEGFHQSKFF-UHFFFAOYSA-N
Melting Point
64.0 °C;64 °C
Solubility
In water, 3.077X10+4 mg/L at 25 °C (est);Soluble in water
Application
N-Isopropylacrylamide (NIPAM) serves as a versatile monomer used primarily for creating thermally sensitive polymers, such as poly(N-isopropylacrylamide) (pNIPAM)-based hydrogels. This compound is key in producing stimuli-responsive materials, thanks to its unique temperature-sensitive properties. Specifically, these polymers exhibit significant volumetric and phase changes when the temperature exceeds 33°C, known as the lower critical solution temperature (LCST). The biocompatible nature of NIPAM allows it to be employed in numerous applications, including tissue engineering, cell culture, biomedical coatings, drug delivery, and muscle regeneration, providing dynamic functionality in various fields.
Color/Form
Crystalline solid;Cream-colored powder
Complexity
96.7
Covalently-Bonded Unit Count
1
EC Number
218-638-5
Exact Mass
113.084064g/mol
Formal Charge
0
Heavy Atom Count
8
Log P
log Kow = 0.57 (est)
MeSH Entry Terms
N-isopropylacrylamide
Monoisotopic Mass
113.084064g/mol
NSC Number
11448
Other Experimental
BP: 89-92 °C at 2 mm Hg; VP: 2 mm Hg at 83 °C; Storage temp: 2-8 °C;Acrylic resins vary from hard, brittle solids to fibrous, elastomeric structures to viscous liquids, depending on the monomer used and the method of polymerization. A distinctive property of cast sheet and extruded rods of acrylic resins is ability to transmit light /Acrylic resins/;Henry's Law constant = 2.28X10-8 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 2.30X10-11 cu cm/molec-sec at 25 °C (est);Ozone radical reaction rate constant = 1.8X10-18 cu cm/molecule-sec at 25 °C (est)
Rotatable Bond Count
2
Stability
Stable under recommended storage conditions.
UNII
B7GFF17L9U
Vapor Pressure
2.32X10-2 mm Hg at 25 °C (est)
XLogP3
0.9
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