V3409

Sigma-Aldrich

1-Vinyl-2-pyrrolidinone

contains sodium hydroxide as inhibitor, ≥99%

Synonym(s):
1-Vinyl-2-pyrrolidone
Empirical Formula (Hill Notation):
C6H9NO
CAS Number:
Molecular Weight:
111.14
Beilstein/REAXYS Number:
110513
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

vapor density

3.8 (vs air)

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.)

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.

Packaging

18 kg in steel drum
1 kg in glass bottle
5, 250 g in glass bottle

Signal Word

Danger

hazcat

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_code

10 - Combustible liquids

WGK Germany

WGK 1

Flash Point(F)

203.0 °F - closed cup

Flash Point(C)

95 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
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...
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...
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)...
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