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N-Vinylpyrrolidone

Catalog Number
ACMA00017053
Product Name
N-Vinylpyrrolidone
Category
Polymers
Description
Polyvinylpyrrolidone is a white powder. Compatible with a wide range of hydrophilic and hydrophobic resins. (NTP, 1992);Liquid;White or nearly white powder;YELLOW-TO-BROWN HYGROSCOPIC POWDER.;COLOURLESS-TO-YELLOW LIQUID.;White powder.
IUPAC Name
1-ethenylpyrrolidin-2-one
Molecular Weight
111.14g/mol
Molecular Formula
(C6H9NO)n;C6H9NO;C6H9NO
Canonical SMILES
C=CN1CCCC1=O
InChI
InChI=1S/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2
InChI Key
WHNWPMSKXPGLAX-UHFFFAOYSA-N
Boiling Point
90-93 °C;96 °C @ 14 mm Hg; 193 °C @ 400 mm Hg;at 1.3kPa: 90-93 °C;194°F
Melting Point
13.9 °C;13 °C;57°F
Flash Point
100.5 °C (213 °F) open cup;95 °C closed cup;93 °C;199.4°F
Density
1.23 to 1.29 (NTP, 1992);1.23-1.29;1.04 @ 24 °C/4 °C;Relative density (water = 1): 1.04;1..04
Solubility
greater than or equal to 100 mg/mL at 68° F (NTP, 1992);Soluble in water and in ethanol. Insoluble in ether;Sol in water giving a colloidal soln; practically insol in ether; sol in alcohol, chloroform;Sol in chlorinated hydrocarbons, amines, nitro paraffins, lower wt fatty acids;Soluble in water;Soluble in alcohol; practically insoluble in chloroform, carbon tetrachloride, ether, solvent hexane, acetone.;Practically insoluble in acetone, and light petroleum.;Soluble in water and many organic solvents;In water, 5.2X10+4 mg/L @ 25 °C /Estimated/;Solubility in water: good;Solubility in water: very good
Application
N-Vinylpyrrolidone is a versatile chemical compound primarily used as a reactive diluent in UV-curing processes for coatings, inks, and adhesives. This colorless and combustible liquid serves as a monomer for producing polyvinylpyrrolidone, a water-soluble polymer with applications across pharmaceuticals, oil fields, cosmetics, food additives, and adhesives. Moreover, N-Vinylpyrrolidone is instrumental in manufacturing copolymers, commonly with acrylic acid, acrylates, vinyl acetate, and acrylonitrile, and is extensively utilized in synthesizing phenolic resins. As an important precursor and intermediate, it supports the production of polyvinylpyrrolidone and copolymers by pairing with preferred comonomers like vinyl acetate and methyl acrylate. Approximately 10-15% of its usage in the pharmaceutical industry is dedicated to creating a polyvinylpyrrolidone-iodine complex, a valuable disinfectant. Additionally, N-Vinylpyrrolidone acts as a reactive solvent in UV-curable resins for inks and paints, serves as an auxiliary in paper and textile applications, and functions as a key additive in the cosmetics industry.
Color/Form
Faintly yellow solid;WHITE TO CREAMY WHITE POWDER;White, free-flowing, amorphous powder or aqueous solution;Yellowish-brown amorphous hygroscopic powder;Clear to light straw colored liquid
Complexity
120
Covalently-Bonded Unit Count
1
EC Number
201-800-4;607-660-4;618-363-4;918-309-2
Exact Mass
111.068414g/mol
Formal Charge
0
Heavy Atom Count
8
ICSC Number
1471;1478
Log P
0.37 (LogP);log Kow = 0.37;0.4
MeSH Entry Terms
1-vinyl-2-pyrrolidone;N- vinyl pyrrolidone;N-vinyl-2-pyrrolidinone;N-vinylpyrrolidone
Monoisotopic Mass
111.068414g/mol
NSC Number
683040;142693;114022;10222
Odor
ODORLESS;A slight characteristic odor
Other Experimental
A 3.5% soln develops an osmotic pressure of 400 mm water;Forms complexes with a great many substances (eg iodine, polyacids, toxins, drugs, chemicals & dyes);Highly hygroscopic and should be stored under air tight conditions.;Solutions do not give the familiar starch test when freshly prepared.;Freezing pt: 13.5 °C;Henry's Law constant = 5.5X10-8 atm-cu m/mol @ 25 °C /Estimated/;Hydroxyl radical reaction rate constant = 3.7X10-11 cu cm/molecule-sec @ 25 °C /Estimated/
Refractive Index
Index of refraction = 1.511 @ 25 °C/D
Rotatable Bond Count
1
RTECS Number
UY6107000
Stability
Stable under recommended storage conditions.;Polymerizes readily in the presence of oxygen.;The product is stabilized against spontaneous polymerization prior to dispatch. It can however polymerize if the shelf-life or storage temperature are greatly exceeded.
UNII
76H9G81541
Vapor Density
Relative vapor density (air = 1): 3.83;3.83
Vapor Pressure
1.1X10-11 mm Hg @ 25 °C /Estimated/;Vapor pressure, Pa at 20 °C: 12;0.09 mmHg
Viscosity
2.07 cps @ 25 °C;2.07 cP at 25 °C
XLogP3
0.4
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