N-(propan-2-yl)prop-2-enamide

• ChemBase ID: 143381
• Molecular Formular: C6H11NO
• Molecular Mass: 113.15764
• Monoisotopic Mass: 113.08406398
• SMILES: CC(C)NC(=O)C=C
• Canonical SMILES: C=CC(=O)NC(C)C
• InChI: InChI=1S/C6H11NO/c1-4-6(8)7-5(2)3/h4-5H,1H2,2-3H3,(H,7,8)
• InChIKey: QNILTEGFHQSKFF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(propan-2-yl)prop-2-enamide
• IUPAC Traditional name: N-isopropylacrylamide
• Synonyms: N-(propan-2-yl)prop-2-enamide; NIPAM; N-Isopropylacrylamide; N-Isopropylacrylamide; N-异丙基丙烯酰胺

Database IDs

• CAS Number: 2210-25-5
• EC Number: 218-638-5
• MDL Number: MFCD00041913
• PubChem SID: 24865991; 162237601
• PubChem CID: 16637

CALCULATED PROPERTIES

• Acid pKa: 16.347107
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.72306305
• LogD (pH = 7.4): 0.7230637
• Log P: 0.7230637
• Molar Refractivity: 33.1777 cm^3
• Polarizability: 12.746525 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 60 - 63°C; 60-63 °C(lit.); 63-67 °C
• Boiling Point: 89-92 °C/2 mmHg(lit.)
• Hydrophobicity(logP): 0.255

Safety Information

• RTECS: AS3675000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; 95%; 95+%; 97%
• Linear Formula: H2C=CHCONHCH(CH3)2

DETAILS

Sigma Aldrich - 415324

Application
N-Isopropylacrylamide is used to produce poly(N-isopropylacrylamide) (pNIPA, pNIPAAm, pNIPAA or pNIPAm) thermosensitive polymer- or copolymer-based hydrogels. Polymers that contain NIPAM shrink dramatically above 33 °C.
Monomer used in the preparation of thermally sensitive, water-swellable hydrogels.
Packaging
10, 50 g in poly bottle

Sigma Aldrich - 731129

Packaging
5, 25 g in glass bottle