Description

N-Isopropylmethacrylamide (CAS No. 13749-61-6) is a high-purity acrylamide derivative with the molecular formula C₇H₁₃NO. This versatile monomer is widely used in polymer science, particularly in the synthesis of thermoresponsive polymers and hydrogels due to its unique phase transition properties. Its isopropyl group enhances solubility and reactivity, making it ideal for controlled radical polymerization techniques such as RAFT and ATRP. With a purity of ≥97%, our product is rigorously tested for consistency, ensuring optimal performance in research and industrial applications. Supplied as a white crystalline solid, it is packaged under inert conditions to maintain stability and shelf life. Suitable for advanced material science, biomedical engineering, and specialty coatings.

Properties

• CAS Number: 13749-61-6
• Complexity: 127
• IUPAC Name: N-isopropyl-2-methyl-prop-2-enamide
• InChI: InChI=1S/C7H13NO/c1-5(2)7(9)8-6(3)4/h6H,1H2,2-4H3,(H,8,9)
• InChI Key: YQIGLEFUZMIVHU-UHFFFAOYSA-N
• Exact Mass: 127.099714038
• Molecular Formula: C7H13NO
• Molecular Weight: 127.18
• SMILES: CC(C)NC(=O)C(=C)C
• Topological: 29.1
• Monoisotopic Mass: 127.099714038
• Synonyms: N-Isopropylmethacrylamide, 13749-61-6, 2-Propenamide, 2-methyl-N-(1-methylethyl)-, EINECS 237-331-7, DTXSID50160204, 32216XNO4Q, EC 237-331-7, ACRYLAMIDE, N-ISOPROPYL-2-METHYL-, DTXCID1082695, 237-331-7, 2-methyl-N-propan-2-ylprop-2-enamide, UNII-32216XNO4Q, MFCD00192246, N-isopropylmeth-acrylamide, SCHEMBL14951, N-Isopropylmethacrylamide, 97%, SCHEMBL27785343, SCHEMBL28188026, N-isopropylmethacrylic acid amide, N-isopropyl-methacrylic acid amide, AKOS006223958, AC-8356, CS-W011144, DS-3845, DB-101727, I1096, NS00007128, A11002, Q27256119, InChI=1/C7H13NO/c1-5(2)7(9)8-6(3)4/h6H,1H2,2-4H3,(H,8,9, n-isopropylmethacrylamide;2-methyl-n-(propan-2-yl)prop-2-enamide;n-isopropyl-2-methylacrylamide;2-propenamide, 2-methyl-n-(1-methylethyl)-;n-isopropylmethacrylamide 2-methyl-n-(propan-2-yl)prop-2-enamide n-isopropyl-2-methylacrylamide 2-propenamide, 2-methyl-n-(1-methylethyl)-

N-Isopropylmethacrylamide is primarily used to synthesize thermoresponsive polymers that exhibit lower critical solution temperature (LCST) behavior, enabling applications in drug delivery and tissue engineering. It serves as a key monomer in smart hydrogels for biosensors and actuators due to its reversible phase transition near physiological temperatures. Researchers also employ it in surface modification and stimuli-responsive coatings for biomedical devices. Its compatibility with aqueous and organic solvents makes it a flexible choice for diverse polymerization systems.

Safety and Hazards

GHS Hazard Statements

• H315 (80.8%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (90.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (80.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (80.8%)
• Eye Irrit. 2 (90.4%)
• STOT SE 3 (80.8%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.