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N-Vinyl-2-pyrrolidone

CAS：88-12-0
MW:111.14176
MF：C6H9NO

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. View more+

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: N-Vinyl-2-pyrrolidone

1.2 Synonyms: 1-ethenyl-2-pyrrolidinon; 2-Pyrrolidinone, 3-ethenyl-; 3-Vinyl-2-pyrrolidinone; EINECS 201-800-4; MFCD00003197; N-VINYL-2-PYRROLIDINONE; N-Vinyl-2-pyrrolidone, stabilized with Kerobit; N-VINYLBUTYROLACTAM; N-VINYLPYRROLIDONE; NVP;

1.3 CAS No.: 88-12-0

1.4 CID: 6917

1.5 EINECS: 201-800-4

1.6 Molecular Formula: C6H9NO

1.7 Inchi: InChI=1S/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2

1.8 InChkey: WHNWPMSKXPGLAX-UHFFFAOYSA-N

1.9 Canonical Smiles: C=CN1CCCC1=O

1.10 Isomers Smiles: C=CN1CCCC1=O

2. Properties

2.1 Vapour pressure: 3.8 (vs air)

2.2 Solubility: 52.1g/l soluble

2.3 Viscosity: 2.07 cps @ 25 °C

2.4 VaporDensity: 3.8 (vs air)

2.5 Appearance: Clear colorless to yellow Liquid

2.6 Autoignition Temperature: 240 °C

2.7 Chemical Properties: Colorless liquid. Combustible.

2.8 Color/Form: Faintly yellow solid
WHITE TO CREAMY WHITE POWDER
White, free-flowing, amorphous powder or aqueous solution

2.9 Decomposition: When heated to decomposition it emits toxic fumes of nitroxides. /Poly(1-vinyl-2-pyrrolidinone) homopolymer and Hueper's polymer 1-7/

2.10 Odor: ODORLESS

2.11 PH: Between 3,0 and 7,0 (5 % solution)

2.12 pKa: -0.34±0.20(Predicted)

2.13 Water Solubility: Micible with water.

2.14 Spectral Properties: SPECTROSCOPY DATA: INFRA-RED CARBONYL BAND AT 1680 CM X 10-1

2.15 Stability: Stable. Incompatible with strong oxidizing agents.

2.16 StorageTemp: Store below +30°C.

3. Use and Manufacturing

3.1 Description: N-Vinyl-2-pyrrolidone (CAS 88-12-0) is a colorless to pale yellow liquid with a characteristic odor. It has a basic structure consisting of a pyrrolidone ring with a vinyl group attached. This chemical is highly soluble in water, alcohol, and ether. It has a boiling point of 202-204°C and a density of 1.03 g/mL. N-Vinyl-2-pyrrolidone is stable under normal conditions and is not reactive with common materials.

Applicable Fields
Pharmaceutical Industry: N-Vinyl-2-pyrrolidone is used as a monomer in the production of various polymers and copolymers. It is commonly used in the pharmaceutical industry to improve drug solubility and enhance drug delivery systems. The mechanism of action involves the formation of polymer matrices that can encapsulate drugs and release them in a controlled manner.

Adhesive Industry: This chemical is also utilized in the adhesive industry as a reactive diluent. It improves the adhesion properties of adhesives and coatings, allowing for better bonding to various substrates. The mechanism involves the incorporation of N-Vinyl-2-pyrrolidone into the adhesive matrix, which enhances the interaction between the adhesive and the substrate.

Storage Conditions
Store in a cool, dry place.

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3.2 Usage: A pyrrolidine used for biochemical research

4. Safety and Handling

4.1 DisposalMethods: 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.

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4.2 FirePotential: ... Compatible with wide range of hydrophilic and hydrophobic resins.

4.3 Safety Profile: 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 oxibzing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of NOx. N-Vinyl-2-pyrrolidone Preparation Products And Raw materials Raw materials

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4.4 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.

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4.5 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.

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4.6 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 NO_x.
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:Xn
RIDADR:UN 2810 6.1/PG 3
PackingGroup:III
HS Code:29337900
WGK Germany:1
RTECS:UY6107000
HazardClass:6.1

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

4.8 Toxicity: LD50 orally in Rabbit: 1022 mg/kg

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Acute toxicity - Dermal, Category 4

Serious eye damage, Category 1

Acute toxicity - Inhalation, Category 4

Specific target organ toxicity \u2013 single exposure, Category 3

Carcinogenicity, Category 2

Specific target organ toxicity \u2013 repeated exposure, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H302 Harmful if swallowed H312 Harmful in contact with skin H318 Causes serious eye damage H332 Harmful if inhaled H335 May cause respiratory irritation H351 Suspected of causing cancer
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area. P201 Obtain special instructions before use. P202 Do not handle until all safety precautions have been read and understood. P260 Do not breathe dust/fume/gas/mist/vapours/spray.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P302+P352 IF ON SKIN: Wash with plenty of water/... P312 Call a POISON CENTER/doctor/\u2026if you feel unwell. P321 Specific treatment (see ... on this label). P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P310 Immediately call a POISON CENTER/doctor/\u2026 P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P308+P313 IF exposed or concerned: Get medical advice/ attention. P314 Get medical advice/attention if you feel unwell.
Storage	P403+P233 Store in a well-ventilated place. Keep container tightly closed. P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : in CDCl3

1H NMR : 90 MHz in CDCl3

IR : liquid film

Mass

Mass spectrum (electron ionization)

7. Synthesis Route

88-12-0Total: 13 Synthesis Route

616-45-5

88-12-0 220 Suppliers

3445-11-2 50 Suppliers

88-12-0 220 Suppliers

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8. Precursor and Product

precursor:

75-07-0

6908-59-4

616-45-5

74-86-2

3445-11-2

51333-90-5

111-34-2

product:

2687-91-4

75-07-0

53934-76-2

3889-51-8

64-67-5

101540-79-8

66373-96-4

1006-64-0

700-91-4

17458-80-9

9003-39-8

9. Computed Properties

Molecular Weight：111.14176g/mol
Molecular Formula：C₆H₉NO
Compound Is Canonicalized：True
XLogP3-AA：111.068413911
Monoisotopic Mass：111.068413911
Complexity：120
Rotatable Bond Count：1
Hydrogen Bond Donor Count：0
Hydrogen Bond Acceptor Count：1
Topological Polar Surface Area：20.3
Heavy Atom Count：：8
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADccBiIAAAAAAAAAAAAAAAAAAAAWAAAAAAAAAAAAAAAAAAAAAAHgAAAAAACADBgAQAAAMAAACIAAEWUAAAAAAAAgAIAAEIAAAAABAAgAAEAAAABgCAAAAEAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Merck: 14,7697

BRN: 110513

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.

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Chemical Properties: Colorless liquid. Combustible.

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.

Uses: A pyrrolidine used for biochemical research

General Description: 1-Vinyl-2-pyrrolidinone is a colorless to yellow liquid, with a characteristic odor. Its melting point is around 13.5^oC and boils at about 90-92^oC. 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.

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Storage features: Separated from strong acids. Keep in the dark. Cool. Store only if stabilized.

11. Toltal 197 Suppliers View more

China Fctory supply N-Vinyl-2-pyrrolidone CAS 88-12-0

Hebei Crovell Biotech Co. Ltd

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Tel: Update Time:2024/11/15

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Hangzhou Dingyan Chem Co.,Ltd

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Hebei Yanxi Chemical Co.,Ltd

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Tel: Update Time:2024/11/14

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Amitychem Corporation

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Dayang Chem (Hangzhou) Co., Ltd.

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Tel: Update Time:2024/06/17

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12. Related Questions

: How is N-Vinyl-2-pyrrolidone Synthesized and Produced?Introduction N-vinylated compounds are versatile fine chemicals crucial for polymerization. In 1939, Walter Reppe, a pioneer in acetylene chemistry, discovered the method to synthesize N-Vinyl-2-pyrro..; What are the Properties and Uses of N-Vinyl-2-pyrrolidone? Description N-Vinyl-2-pyrrolidone (NVP) is a derivative of 2-pyrrolidone and acetylene with a molecular formula of C6H9NO and a molecular weight of 111.1418. The molecular structure of NVP contains a..; How to Prepare N-Vinyl-2-pyrrolidone?Background technology N-Vinyl-2-pyrrolidone is a polymerized monomer mainly used in the production of polyvinylpyrrolidone, which is widely used in the fields of medicine, daily chemicals and food ind..; What is N- N-Vinyl-2-pyrrolidone and how is it prepared?N- N-Vinyl-2-pyrrolidone, also known as NVP, is a substance that is commonly referred to as 1-vinyl-2-pyrrolidone or N-vinyl-2-pyrrolidone. It is a colorless or slightly yellowish transparent liquid w..

13. Realated Product Infomation