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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
0000397777
0000397776
WXBF2542V
0000397777
WXBF4317V

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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)
Hiroshi Ohno et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(34), 10409-10417 (2010-07-14)
Recombinant antifreeze proteins (AFPs), representing a range of activities with respect to ice growth inhibition, were investigated for their abilities to control the crystal formation and growth of hydrocarbon hydrates. Three different AFPs were compared with two synthetic commercial inhibitors
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
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)
Kamran Qadir et al.
Nano letters, 12(11), 5761-5768 (2012-10-17)
Recent progress in colloidal synthesis of nanoparticles with well-controlled size, shape, and composition, together with development of in situ surface science characterization tools, such as ambient pressure X-ray photoelectron spectroscopy (APXPS), has generated new opportunities to unravel the surface structure
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