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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:
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

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

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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

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

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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)
2?Pyrrolidone.
Harreus A L
Ullmann's Encyclopedia of Industrial Chemistry (1993)
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)
Mixed Transition Metal? Lanthanide Complexes at High Oxidation States: Heteronuclear CeIVMnIV Clusters.
Tasiopoulos A J, et al.
Inorganic Chemistry, 46(23), 9678-9691 (2007)
Xueying Sun et al.
Cancer gene therapy, 12(1), 35-45 (2004-10-16)
The success of surgery to remove primary tumors can be compromised by the subsequent outgrowth of metastases. It is recognized that primary tumors secrete antiangiogenic factors that suppress the outgrowth of their daughter metastases. In accord we show here that

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