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Merck
CN

83300

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329769287
EC Number:
210-483-1
Beilstein/REAXYS Number:
105241
MDL number:
MFCD00005270

Key Documents

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Product Name

2-Pyrrolidinone, purum, ≥98.0% (GC)

InChI key

HNJBEVLQSNELDL-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1CCCN1

vapor density

2.9 (vs air)

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.)

Quality Level

200

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

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCH3504
BCCF7063
BCCC8831
BCCC0122
BCBZ6768

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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)
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.
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