N-Isopropylacrylamide, CAS No. 2210-25-5

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2210-25-5

Catalog No. EBD33345

CAS 2210-25-5

Name N-Isopropylacrylamide

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Basic Information

Synonyms: N-Isopropylacrylamide 2-Propenamide,N-(1-methylethyl)- 4-04-00-00517(BeilsteinHandbookReference) AI3-19343 Acrylamide,N-isopropyl- BRN1744926 HSDB5868 Isopropylacrylamide Isopropylamidkyselinyakrylove Isopropylamidkyselinyakrylove[Czech] N-(1-Methylethyl)-2-propenamide NSC11448 Nipam N-(propan-2-yl)prop-2-enamide 3-methyl-2-methylidenebutanamide akos91289 isopropylacrylamide(n-) nipaam n-isopropylpropenamide

Molecular Formula: C6H11NO

Molecular Weight: 113.16

MDL Number: MFCD00041913

Categories: Materials Chemistry > Polymers and Macromolecular Materials > Acrylic and Methacrylic Monomers

Product Description:

N-Isopropylacrylamide (NIPAM, CAS 2210-25-5) is a vinyl monomer featuring an acrylamide backbone with an isopropyl group attached to the nitrogen atom. Its chemical formula is C6H11NO, and it is a white crystalline solid at room temperature. The primary and most significant application of NIPAM is as a thermoresponsive monomer in polymer chemistry. It is the key building block for poly(N-isopropylacrylamide) (PNIPAM), a well-known smart polymer that exhibits a lower critical solution temperature (LCST) of approximately 32буC in water. This property makes PNIPAM and its copolymers invaluable in biomedical fields for drug delivery systems, tissue engineering scaffolds, and responsive hydrogels. It is also widely used in the synthesis of temperature-sensitive microgels and for surface modification in nanotechnology. As a secondary classification, NIPAM serves as a specialized amine-containing synthetic building block. Its acrylamide group allows for radical polymerization, while the isopropylamine moiety provides a handle for further chemical modification. It is a common reagent in organic synthesis for introducing thermoresponsive properties into various molecular architectures.

Physical Properties

Melting Point: 60-63 °C(lit.)

Boiling Point: 89-92 °C/2 mmHg(lit.)

Flash Point: 119.664 °C

Density: 0.877 g/cm3

Storage: 2-8°C

Analytical Data

Appearance: white to light yellow crystalline powder