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Sigma-Aldrich

2-Pyrrolidinone

≥99%

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)

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

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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

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

Certificates of Analysis (COA)

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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)
Application of enantioselective radical reactions: synthesis of (+)-ricciocarpins A and B.
Sibi MP and He L
Organic Letters, 6(11), 1749-1752 (2004)
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)
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)
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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