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N-Vinyl-2-pyrrolidone

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Name

N-Vinyl-2-pyrrolidone

EINECS 201-800-4
CAS No. 88-12-0 Density 1.144 g/cm3
PSA 20.31000 LogP 0.69020
Solubility miscible with water Melting Point 13-14 °C
Formula C6H9NO Boiling Point 217.6 °C at 760 mmHg
Molecular Weight 111.144 Flash Point 93.9 °C
Transport Information UN 2810 6.1/PG 3 Appearance liquid
Safety 26-36/37/39 Risk Codes 20/21/22-37-40-41-48/20
Molecular Structure Molecular Structure of 88-12-0 (N-Vinyl-2-pyrrolidone) Hazard Symbols HarmfulXn
Synonyms

2-Pyrrolidinone,1-vinyl- (7CI,8CI);1-Ethenyl-2-pyrrolidinone;1-Vinyl-2-pyrrolidinone;1-Vinyl-2-pyrrolidone;Aronix M 150;N-V 2RC;N-VP;N-Vinyl-2-pyrrolidinone;N-Vinylpyrrolin-2-one;NSC 10222;NSC 683040;NVP 300;V-Pyrol;V-Pyrol RC;Vinylbutyrolactam;2-Pyrrolidinone,1-ethenyl-;

Article Data 57

N-Vinyl-2-pyrrolidone Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

N-Vinyl-2-pyrrolidone Standards and Recommendations

ACGIH TLV: 0.05 ppm; Confirmed Animal Carcinogen
DFG MAK: Confirmed Animal Carcinogen, Suspected Human Carcinogen

N-Vinyl-2-pyrrolidone Specification

1. Introduction of N-Vinyl-2-pyrrolidone
N-Vinyl-2-pyrrolidone is a colorless to light yellow transparent liquid with faint odor under ambient temperature, and dissolves with water and the other organic and synthetic solvents easily. Its chemical property is reactive, thus the product has easy hydrolysis and polymerization characters. What's more, the IUPAC Name of it is 1-ethenylpyrrolidin-2-one.

2. Properties of N-Vinyl-2-pyrrolidone
Melting point:13-14 °C 
Boiling point:92-95 °C11 mm Hg(lit.)
Density:1.04 g/mL at 25 °C(lit.)
Vapor density:3.8 (vs air)
Vapor pressure:0.1 mm Hg ( 24 °C)
Refractive index:n20/D 1.512(lit.)
Flash point:201 °F
Storage temp:0-6°C
Water Solubility: miscible
Merck:14,7697
BRN:110513
XLogP3-AA: 0.4
H-Bond Donor: 0
H-Bond Acceptor: 1

3. Structure Descriptors of N-Vinyl-2-pyrrolidone
Canonical SMILES: C=CN1CCCC1=O
InChI: InChI=1S/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2  
InChIKey: WHNWPMSKXPGLAX-UHFFFAOYSA-N
Classification Code: Biocompatible materials; Skin / Eye Irritant;  Tumor data

4. Toxicity of N-Vinyl-2-pyrrolidone

1.    

eye-rbt 100 mg SEV

    BurLW#    Personal Communication from Mr. L.W. Burnette, Material Safety Dept., GAF Corp., 1361 Alps Rd., Wayne, NJ 07470, to Dr. A. Friedman, Tracor Jitco, Inc., November 2, 1978 02NOV78 .
2.    

orl-rat LD50:1470 mg/kg

    BurLW#    Personal Communication from Mr. L.W. Burnette, Material Safety Dept., GAF Corp., 1361 Alps Rd., Wayne, NJ 07470, to Dr. A. Friedman, Tracor Jitco, Inc., November 2, 1978 02NOV78 .
3.    

ihl-rat LC50:3200 mg/m3

    BurLW#    Personal Communication from Mr. L.W. Burnette, Material Safety Dept., GAF Corp., 1361 Alps Rd., Wayne, NJ 07470, to Dr. A. Friedman, Tracor Jitco, Inc., November 2, 1978 02NOV78 .
4.    

skn-rbt LD50:560 mg/kg

    BurLW#    Personal Communication from Mr. L.W. Burnette, Material Safety Dept., GAF Corp., 1361 Alps Rd., Wayne, NJ 07470, to Dr. A. Friedman, Tracor Jitco, Inc., November 2, 1978 02NOV78 .

5. Safety Information of N-Vinyl-2-pyrrolidone
Confirmed carcinogen. Moderately toxic by ingestion, inhalation, and skin contact. A severe eye irritant. Probably irritating and narcotic in high concentrations. Combustible when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of NOx.
Risk Statements:
20/21/22:Harmful by inhalation, in contact with skin and if swallowed
37:Irritating to the respiratory system 
40:Limited evidence of a carcinogenic effect 
41:Risk of serious damage to eyes 
48/20:Harmful: danger of serious damage to health by prolonged exposure through inhalation
2-Pyrrolidinone,1-ethenyl-'s Safety Statements:
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection
Hazard Codes:XnHarmful
RIDADR:UN 2810 6.1/PG 3
PackingGroup:III
HS Code:29337900
WGK Germany:1
RTECS:UY6107000
HazardClass:6.1

6. Use of N-Vinyl-2-pyrrolidone
N-Vinyl-2-pyrrolidone is mainly used as the blood plasma substitute polyvinyl pyrrolidone and mercapto pyrrolidone, and also as the dispersant agent for paper industry, dyeing assistant and oil paint additive. It is applied in the adhesive and color film producing. And it is also a kind of organic solvent with good behaviour, it dissolves with water, methanol, acetic ether, alcohol, dichloromethane, hydrocarbon. 
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