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V3409

Sigma-Aldrich

1-Vinyl-2-pyrrolidinone

contains sodium hydroxide as inhibitor, ≥99%

Synonym(s):

1-Vinyl-2-pyrrolidone

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About This Item

Empirical Formula (Hill Notation):
C6H9NO
CAS Number:
88-12-0
Molecular Weight:
111.14
Beilstein/REAXYS Number:
110513
EC Number:
201-800-4
MDL number:
MFCD00003197
UNSPSC Code:
12162002
PubChem Substance ID:
24900740
NACRES:
NA.23

vapor density

3.8 (vs air)

Quality Level

200

vapor pressure

0.1 mmHg ( 24 °C)

assay

≥99%

autoignition temp.

685 °F

contains

sodium hydroxide as inhibitor
100 ppm sodium hydroxide as inhibitor (added to bulk material)

expl. lim.

10 %

refractive index

n20/D 1.512 (lit.)

bp

92-95 °C/11 mmHg (lit.)

density

1.04 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C=CN1CCCC1=O

InChI

1S/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2

InChI key

WHNWPMSKXPGLAX-UHFFFAOYSA-N

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General description

1-Vinyl-2-pyrrolidinone is a colorless to yellow liquid, with a characteristic odor. Its melting point is around 13.5oC and boils at about 90-92oC. VP is completely miscible in water and in most organic solvents but partially miscible in aliphatic hydrocarbons. Industrial production of VP by reacting 2-pyrrolidone with acetylene at high pressure and temperature has been reported. The vinylation process proceeds in liquid phase and is catalyzed by 3-pyrrolidone -potassium hydroxide.

Application

1-Vinyl-2-pyrrolidinone (VP) is used in the study of macrophotoinitiator characteristics of poly (vinylchloride) type molecules. Also, used to study the genotoxicity of polyvinylpyrrolidone coated silver nanoparticles.

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Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - STOT RE 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

203.0 °F - closed cup

flash_point_c

95 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
0000447443
0000447442
0000447441
0000447441
0000447442

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Synthesis and characterization of poly (vinylchloride) type macrophotoinitiator comprising side-chain thioxanthone via click chemistry.
Akat H and Ozkan M
Express Polymer Letters, 5(4), 318-326 (2011)
Andrew M Telford et al.
Langmuir : the ACS journal of surfaces and colloids, 27(23), 14207-14217 (2011-10-21)
We investigated the dewetting of metastable poly(N-vinylpyrrolidone) (PNVP) thin films (45 nm) on top of polystyrene (PS) thin films (58 nm) as a function of annealing temperature and molecular weight of PS (96 and 6850 kg/mol). We focused on the
Kris N J Stevens et al.
Biomaterials, 32(5), 1264-1269 (2010-11-26)
Central venous catheters (CVCs) have become indispensable in the treatment of neonates and patients undergoing chemotherapy or hemodialysis. A CVC provides easy access to the patient's circulation, thus enabling facile monitoring of hemodynamic parameters, nutritional support, or administration of (cytostatic)
Ana C Borges et al.
Acta biomaterialia, 7(9), 3412-3421 (2011-06-10)
The swelling and compressive mechanical behavior as well as the morphology and biocompatibility of composite hydrogels based on Tween® 20 trimethacrylate (T3), N-vinyl-2-pyrrolidone (NVP) and nanofibrillated cellulose (NFC) were assessed in the present study. The chemical structure of T3 was
Volker Engels et al.
Dalton transactions (Cambridge, England : 2003), 39(28), 6496-6502 (2010-06-23)
A modified polyol-based reduction method in ethylene glycol that incorporates poly(N-vinylpyrrolidone) (PVP, M(av) = 10,000; 40,000; 55,000) as polymeric anti-agglomerant alongside a reducing additive (N(2)H(4) x H(2)O, NaBH(4), NaH(2)PO(2) x H(2)O) has been employed to investigate the influence of synthetic
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