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N-Vinyl-2-pyrrolidone(CAS No. 88-12-0)

N-Vinyl-2-pyrrolidone C6H9NO (cas 88-12-0) Molecular Structure

88-12-0 Structure

Identification and Related Records

【Name】
N-Vinyl-2-pyrrolidone
【CAS Registry number】
88-12-0
【Synonyms】
1-Vinyl-2-pyrrolidinone
Vinylpyrrolidoneopticalgrade
N-Vinylbutyrolactam~N-Vinyl-2-pyrrolidone
Vinylpyrrolidone
N-Vinylbutyrolactam
NVP
【EINECS(EC#)】
201-800-4
【Molecular Formula】
C6H9NO (Products with the same molecular formula)
【Molecular Weight】
111.14
【Inchi】
InChI=1/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2
【InChIKey】
WHNWPMSKXPGLAX-UHFFFAOYSA-N
【Canonical SMILES】
C=CN1CCCC1=O
【MOL File】
88-12-0.mol

Chemical and Physical Properties

【Appearance】
liquid
【Density】
1.043
【Melting Point】
13-14℃
【Boiling Point】
90-92℃ (9.7513 mmHg)
【Refractive Index】
1.5119-1.5139
【Flash Point】
95℃
【Water】
miscible
【Solubilities】
miscible
【Color/Form】
Faintly yellow solid
WHITE TO CREAMY WHITE POWDER
White, free-flowing, amorphous powder or aqueous solution
【Stability】
Stable. Incompatible with strong oxidizing agents.
【HS Code】
29337900
【Storage temp】
0-6°C
【Spectral properties】
SPECTROSCOPY DATA: INFRA-RED CARBONYL BAND AT 1680 CM X 10-1
【Computed Properties】
Molecular Weight:111.14176 [g/mol]
Molecular Formula:C6H9NO
XLogP3:0.4
H-Bond Donor:0
H-Bond Acceptor:1
Rotatable Bond Count:1
Tautomer Count:2
Exact Mass:111.068414
MonoIsotopic Mass:111.068414
Topological Polar Surface Area:20.3
Heavy Atom Count:8
Formal Charge:0
Complexity:120
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:1
Feature 3D Ring Count:1
Effective Rotor Count:1.8
Conformer Sampling RMSD:0.4
CID Conformer Count:4

Safety and Handling

【Hazard Codes】
Xn:Harmful
【Risk Statements】
R20/21/22;R37;R40;R41;R48/20
【Safety Statements 】
S26;S36/37/39
【HazardClass】
6.1
【Safety】

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.
2-Pyrrolidinone,1-ethenyl-'s 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

【PackingGroup 】
III
【Transport】
UN 2810
【Fire Potential】
... Compatible with wide range of hydrophilic and hydrophobic resins.
【Formulations/Preparations】
...AVAILABLE IN US AS COMMERCIAL &...(USP) GRADES. THERE ARE 4 COMMERCIAL VISCOSITY GRADES, CONTAINING A MAX OF 1% RESIDUAL, UNREACTED MONOMER AS N-VINYL-2-PYRROLIDONE & 0.02% ASH (ON A DRY BASIS). POWDERED FORMS CONTAIN A MAX OF 5% WATER, & AQUEOUS SOLUTIONS CONTAIN 55-80% WATER.
USP GRADE POLYVINYL PYRROLIDONE CONTAINS 12-13% NITROGEN ON AN ANHYDROUS BASIS AND A MAXIMUM OF 0.00015% ARSENIC, 0.001% LEAD, 0.5% ALDEHYDE (AS ACETALDEHYDE) AND 1% UNREACTED N-VINYL-2-PYRROLIDONE.
A HIGH-MOLECULAR-WEIGHT CROSS-LINKED GRADE OF POLYVINYL PYRROLIDONE, WHICH IS INSOLUBLE IN WATER, IS AVAILABLE AS A POWDER CONTAINING LESS THAN 5% WATER.
【Specification】

 2-Pyrrolidinone,1-ethenyl- , its CAS NO. is 88-12-0, the synonyms are 1-Vinyl-2-pyrrolidinone ; N-Vinylbutyrolactam ; NVP .

【Report】

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.

【Disposal Methods】
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

Polyvinylpyrrolidone is prepared by Reppe's process: 1,4-butanediol obtained in the Reppe butadiene synthesis is dehydrogenated over copper at 200 deg C forming gamma-butyrolactone; reaction with ammonia yields pyrrolidone. Subsequent treatment with acetylene gives the vinyl pyrrolidone monomer.
Produced commercially as a series of products having mean mol wt ranging from about 10,000 to 700,000.
Polymerization ... By heating in presence of H2O2 & NH3.
U.S. Imports

(1972) 6.95X10+8 GRAMS (MONOMER & POLYMER)
(1975) 3.78X10+6 GRAMS
U.S. Production

(1974) 4.54-5.45X10+9 GRAMS (CONSUMPTION EST)

Biomedical Effects and Toxicity

【Therapeutic Uses】
Pharmaceutic Aids; Plasma Substitutes
CLINICAL INDICATIONS: ...FOR ALL PATHOLOGICAL CONDITIONS WHERE THERE IS DECR IN MASS OF LIQ BLOOD: SHOCK STATE... HEMORRHAGE...SERIOUS BURNS. ANTHREPSIA & NEURO-TOXICOSES OF INFANTS.
...HAS BEEN USED IN A...SERIES OF PATIENTS TO REPLACE THE AQ HUMOR AFTER EXTRACTION OF CATARACTS, CORNEAL TRANSPLANTS, & ANTIGLAUCOMA OPERATIONS.
【Biomedical Effects and Toxicity】
WHEN GIVEN PARENTERALLY, UNEXCRETED PARTICLES ARE PHAGOCYTIZED BY CELLS OF RETICULOENDOTHELIAL SYSTEM & DEPOSITED IN STORAGE SITES IN LIVER, SPLEEN, LUNG, BONE MARROW...
...30-40% OF SUBTOSAN PASSES INTO THE URINE IN THE FIRST 24 HR & ABOUT 50% IN THE FIRST 2 DAYS. ...SMALLEST MOLECULES ARE...FIRST & MOST RAPIDLY EXCRETED. IT TAKES 10 DAYS AFTER PERFUSION FOR 80% OF AMT INJECTED TO BE ELIMINATED.
INTERMEDIATE MOLECULR WT PARTICLES MAY BE SLOWLY EXCRETED OVER SEVERAL MONTHS TO A YR.
IN GROUPS OF RATS FED DIETS CONTAINING 1 & 10% PVP (MOLECULAR WEIGHT 38,000) FOR 2 YEARS...THERE WAS NO EVIDENCE THAT PVP WAS ABSORBED FROM THE INTESTINAL TRACT.
THE RETENTION OF PVP IN THE BODY IS PROPORTIONAL TO ITS MOLECULAR SIZE, SINCE ONLY THAT OF LOW MOLECULAR WEIGHT CAN BE EXCRETED. THE RETICULOENDOTHELIAL SYSTEM RETAINS PVP WITH A MOLECULAR WEIGHT IN EXCESS OF 110,000.
PVP...MOL WT LESS THAN 25,000...EXCRETED VIA KIDNEY. EXCRETION RATE & DISTRIBUTION OF (14)C-PVP WITH AVG MOL WT OF 40,000 ADMIN...IV INFUSION... STUDIED IN 4 TERMINAL CANCER PT; ABOUT 1/3...EXCRETED IN URINE IN 1ST 6 HR & 1/3 IN FOLLOWING 18 HR. SMALL AMT...FECES. AT AUTOPSY, PVP...IN KIDNEY, LUNG, LIVER, SPLEEN, LYMPH NODES

Supplier Location

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Telephone:0086-531-58773055
AFINE CHEMICALS LIMITED
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Business Type:Manufacturer
Telephone:86-571-85232161

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