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P74370

Sigma-Aldrich

2-Pyrrolidinone

99%

Synonym(s):

2-Pyrrolidone, Butyrolactam

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About This Item

Empirical Formula (Hill Notation):
C4H7NO
CAS Number:
Molecular Weight:
85.10
Beilstein:
105241
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

2.9 (vs air)

Quality Level

Assay

99%

form

solid

refractive index

n20/D 1.487 (lit.)

bp

245 °C (lit.)

mp

23-25 °C (lit.)

solubility

H2O: miscible (completely)

density

1.12 g/mL at 25 °C (lit.)

SMILES string

O=C1CCCN1

InChI

1S/C4H7NO/c6-4-2-1-3-5-4/h1-3H2,(H,5,6)

InChI key

HNJBEVLQSNELDL-UHFFFAOYSA-N

Gene Information

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Application

2-Pyrrolidinone is a γ-lactam that can undergo copolymerization with other lactams to form polyamides.

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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13C?NMR sequence analysis. 19. Anionic copolymerization of ??butyrolactam, ??valerolactam, and caprolactam at low temperatures.
Kricheldorf H R, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 20(9), 2353-2370 (1982)
Anionic copolymerization of lactams.
Kricheldorf H R, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 16(9), 2253-2264 (1978)
Ryo Shintani et al.
Chemical communications (Cambridge, England), 48(79), 9936-9938 (2012-09-01)
A palladium-catalyzed asymmetric synthesis of 2-pyrrolidinones with a quaternary stereocenter at the 3-position has been achieved by the reaction of γ-methylidene-δ-valerolactones with alkyl isocyanates. High enantioselectivity has been realized by employing a newly synthesized chiral phosphoramidite ligand.
Gunasekar Ramachandran et al.
Organic & biomolecular chemistry, 10(28), 5343-5346 (2012-06-15)
A simple and efficient three components domino reaction of γ-butyrolactam (2-pyrrolidinone), aromatic aldehyde and substituted thiophenol catalyzed by elemental iodine resulted in the formation of 1-((phenylthio)(phenyl)methyl)pyrrolidin-2-one derivatives. The stability of the synthesized analogues was evaluated in stimulated gastric fluid (SGF)
Toshiyuki Matsudo et al.
Biomacromolecules, 4(6), 1794-1799 (2003-11-11)
The formation of protein-polymer complexes was studied in an aqueous system using dynamic light scattering (DLS) and static light scattering (SLS) as the main experimental tools. Human serum albumin (HSA) was used as a protein and complexed with four representative

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