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Sigma-Aldrich

2-Pyrrolidinone

purum, ≥98.0% (GC)

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:
329769287
NACRES:
NA.22

vapor density

2.9 (vs air)

Quality Level

200

grade

purum

assay

≥98.0% (GC)

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

rat ... Gabra2(29706)

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Application

  • 2-Pyrrolidinone is used in the synthesis of N-vinylpyrrolidone, from which polyvinylpyrrolidone (PVP) is obtained.
  • It can be used as a ligand in the preparation of one-dimensional coordination polymers and mixed transition metal-lanthanide complexes.
  • 1,2-amino alcohols can be reacted with carbon dioxide in the presence of 2-pyrrolidinone electrogenerated base to synthesize various oxazolidin-2-ones (Evans-type auxiliaries).
  • It is a key starting material in the synthesis of (±)-tetraponerine T4.

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)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF7063
BCCC8831
BCCC0122
BCBZ6768
BCBT5435

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Mixed Transition Metal? Lanthanide Complexes at High Oxidation States: Heteronuclear CeIVMnIV Clusters.
Tasiopoulos A J, et al.
Inorganic Chemistry, 46(23), 9678-9691 (2007)
The reaction of 1, 2-amino alcohols with carbon dioxide in the presence of 2-pyrrolidone electrogenerated base. New synthesis of chiral oxazolidin-2-ones.
Casadei M A, et al.
The Journal of Organic Chemistry, 65(15), 4759-4761 (2000)
2?Pyrrolidone.
Harreus A L
Ullmann's Encyclopedia of Industrial Chemistry (1993)
Syntheses, structures and magnetic properties of 1-D coordination polymers containing both dicyanamide and 2-pyrrolidone.
Sun B W, et al.
Inorganic Chemistry Communications, 4(2), 72-75 (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)
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