N-Vinyl-2-pyrrolidone

Base Information

• Chemical Name: N-Vinyl-2-pyrrolidone
• CAS No.: 88-12-0
• Deprecated CAS: 153631-60-8,94800-10-9,1229193-78-5,1229193-78-5,94800-10-9
• Molecular Formula: C6H9NO
• Molecular Weight: 111.144
• Hs Code.: 29337900
• European Community (EC) Number: 201-800-4,607-660-4,618-363-4,658-049-4,658-051-5
• ICSC Number: 1478
• NSC Number: 683040,142693,114022,10222
• UNII: 76H9G81541
• DSSTox Substance ID: DTXSID2021440
• Nikkaji Number: J36.503C
• Wikipedia: N-Vinylpyrrolidone
• Wikidata: Q420628
• NCI Thesaurus Code: C77491,C80893
• RXCUI: 1307764,8610,1310706
• ChEMBL ID: CHEMBL1878943
• Mol file: 88-12-0.mol

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-;

Chemical Property of N-Vinyl-2-pyrrolidone

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.1 mm Hg ( 24 °C)
• Melting Point: 13-14 °C
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 217.6 °C at 760 mmHg
• PKA: -0.34±0.20(Predicted)
• Flash Point: 93.9 °C
• PSA: 20.31000
• Density: 1.144 g/cm³
• LogP: 0.69020
• Storage Temp.: 0-6°C
• Solubility.: 52.1g/l soluble
• Water Solubility.: miscible
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 111.068413911
• Heavy Atom Count: 8
• Complexity: 120

Purity/Quality:

98% ^*data from raw suppliers

1-Vinyl-2-pyrrolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-37-40-41-48/20
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers,Plastics & Rubber -> Polymers
• Canonical SMILES: C=CN1CCCC1=O
• Recent ClinicalTrials: Efficacy and Safety Assessment of Azyter? Eye Drops (T1225) in Patients With Blepharitis
• Recent EU Clinical Trials: Can a sinus rinse and mouth wash reduce viral load in COVID-19 positive individuals?
• Recent NIPH Clinical Trials: Study on reduction of salivary virus by povidone iodine on COVID-19
• Inhalation Risk: A harmful contamination of the air will be reached quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes. The substance is irritating to the respiratory tract.
• Effects of Long Term Exposure: The substance may have effects on the liver. This may result in liver impairment. Tumours have been detected in experimental animals but may not be relevant to humans.
• Description: N-vinyl-2-pyrrolidone (NVP) is commonly used as a reactive diluent for radiation curing in UV-coating, UV-inks, and UV adhesives. It is used as a monomer to produce water soluble polyvinylpyrrolidone (PVP) with uses in pharmaceuticals, oil field, cosmetics, food additives & adhesives. It is used in the manufacture of copolymers with, for example, acrylic acid, acrylates, vinyl acetate and acrylonitrile and in the synthesis of phenolic resins.
• Uses: 1-Vinyl-2-pyrrolidinone is used in the preparation of NMDA receptor antagonists. Also used in the synthesis of copolymers used to stabilize rhodium nanoclusters. A pyrrolidine used for biochemical research

Technology Process of N-Vinyl-2-pyrrolidone

There total 26 articles about N-Vinyl-2-pyrrolidone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

N-(α-ethoxyethyl)-2-pyrrolidone (6908-59-4) → 1-ethenyl-2-pyrrolidinone (88-12-0)

Guidance literature:

With surface modified hydroxyapatite; at 220 ℃; Reagent/catalyst; Temperature;

Reference yield: 90.0%

1-(2-hydroxyethyl)-2-pyrrolidinone (3445-11-2) → 1-ethenyl-2-pyrrolidinone (88-12-0)

Guidance literature:

With Na/SiO₂; ammonia; at 350 ℃; for 10h; under 750.075 Torr; Reagent/catalyst; Temperature; Catalytic behavior;

Reference yield: 90.0%

2-pyrrolidinon (616-45-5) + acetylene (74-86-2,25067-58-7) → 1-ethenyl-2-pyrrolidinone (88-12-0)

Guidance literature:

With potassium hydroxide;

upstream raw materials:

2-pyrrolidinon

1-(2-chloro-ethyl)-pyrrolidin-2-one

1-(2-hydroxyethyl)-2-pyrrolidinone

N-trimethylsilyl-pyrrolidin-2-one

Downstream raw materials:

{2-(2-oxo-N-pyrrolidinyl)ethyl}triphenyltin

5-(4,5-Dihydro-1H-pyrrol-2-yl)-2-methyl-pyridine

2-methyl-1H-pyrroline

N-(1-phenylethenyl)-2-pyrrolidinone

Refernces

• 1、 Bienewald, Frank,Comba, Peter,Hashmi, A. Stephen K.,Menche, Maximilian,Rominger, Frank,Schafer, Ansgar,Schaub, Thomas,Sitte, Nikolai A.,Tuzina, Pavel. "Phosphine-Catalyzed Vinylation at Low Acetylene Pressure". . p. 13041 - 13055. Retrieved 2021/09/18.
• 2、 Haus, Moritz O.,Hofmann, Jan P.,Konrad, Marc,Louven, Yannik,Palkovits, Regina. "Efficient palladium catalysis for the upgrading of itaconic and levulinic acid to 2-pyrrolidones followed by their vinylation into value-added monomers". . p. 4532 - 4540. Retrieved 2020/11/02.