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240338

Sigma-Aldrich

2-Pyrrolidinone

≥99%

Synonym(s):

2-Pyrrolidone, Butyrolactam

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About This Item

Empirical Formula (Hill Notation):
C4H7NO
CAS Number:
616-45-5
Molecular Weight:
85.10
Beilstein/REAXYS Number:
105241
EC Number:
210-483-1
MDL number:
MFCD00005270
UNSPSC Code:
12352100
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

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Repr. 1B

Storage Class

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

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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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