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Sigma-Aldrich

2-Pyrrolidinone

≥99%

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Synonym(s):
2-Pyrrolidone, Butyrolactam
Empirical Formula (Hill Notation):
C4H7NO
CAS Number:
616-45-5
Molecular Weight:
85.10
Beilstein:
105241
EC Number:
210-483-1
MDL number:
MFCD00005270
PubChem Substance ID:
24854414
NACRES:
NA.22

vapor density

2.9 (vs air)

Assay

≥99%

form

solid

refractive index

n20/D 1.487 (lit.)

bp

245 °C (lit.)

mp

23-25 °C (lit.)

solubility

benzene: miscible(lit.)
carbon disulfide: miscible(lit.)
chloroform: miscible(lit.)
diethyl ether: miscible(lit.)
ethanol: miscible(lit.)
ethyl acetate: miscible(lit.)
water: miscible(lit.)

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

rat ... Gabra2(29706)

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General description

The FT-IR spectra of the hydrogen bonding lactam 2-pyrrolidinone in CCl4 was studied.

Application

2-Pyrrolidinone is used as a starting material in the synthesis of polyvinylpyrrolidone (PVP), (±)-tashiromine, (±)-tetraponerine T4, (+)-ricciocarpins A and B.

Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Danger

Hazard Statements

H319 - H360D

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

Regulatory Information

危险化学品

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Intramolecular Additions of Various ?-Nucleophiles to Chemoselectively Activated Amides and Application to the Synthesis of (?)-Tashiromine.
Belanger G, et al.
The Journal of Organic Chemistry, 71(2), 704-712 (2006)
Application of enantioselective radical reactions: synthesis of (+)-ricciocarpins A and B.
Sibi MP and He L
Organic Letters, 6(11), 1749-1752 (2004)
Photocatalyzed degradation of polymers in aqueous semiconductor suspensions: V. Photomineralization of lactam ring-pendant polyvinylpyrrolidone at titania/water interfaces.
Horikoshi S, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 138(1), 69-77 (2001)
Electrophilic Activation of Lactams with Tf2O and Pyridine: Expedient Synthesis of (?)-Tetraponerine T4.
Charette A B, et al.
Organic Letters, 7(24), 5401-5404 (2005)
Shichang Zhang et al.
Proceedings. Biological sciences, 279(1734), 1824-1830 (2011-11-25)
Spider webs are made of silk, the properties of which ensure remarkable efficiency at capturing prey. However, remaining on, or near, the web exposes the resident spiders to many potential predators, such as ants. Surprisingly, ants are rarely reported foraging
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