Toxicology Waste Disposal storage Chemical Properties Uses
ChemicalBook > CAS DataBase List > 1-Methyl-2-pyrrolidinone

1-Methyl-2-pyrrolidinone


1-Methyl-2-pyrrolidinone
  • CAS No.872-50-4
  • Chemical Name:1-Methyl-2-pyrrolidinone
  • Synonyms:NMP;NMP-T;0131;NMP-EL;N-0131;M-Pyrol;gsolex 1;m-Pyrrole;AgsolEx 1;M-PYROL(R)
  • CBNumber:CB2402488
  • Molecular Formula:C5H9NO
  • Formula Weight:99.13106
  • MOL File:872-50-4.mol
1-Methyl-2-pyrrolidinone Property
  • Melting point: :−24 °C(lit.)
  • Boiling point: :202 °C(lit.)
  • Density  :1.028 g/mL at 25 °C(lit.)
  • vapor density  :3.4 (vs air)
  • vapor pressure  :0.29 mm Hg ( 20 °C)
  • refractive index  :n20/D 1.479
  • Flash point: :187 °F
  • storage temp.  :2-8°C
  • solubility  :ethanol: miscible0.1ML/mL, clear, colorless (10%, v/v)
  • form  :Liquid
  • color  :≤20(APHA)
  • PH :8.5-10.0 (100g/l, H2O, 20℃)
  • explosive limit :1.3-9.5%(V)
  • Water Solubility  :>=10 g/100 mL at 20 ºC
  • Sensitive  :Hygroscopic
  • λmax :283nm(MeOH)(lit.)
  • Merck  :14,6117
  • BRN  :106420
  • Stability: :Stable, but decomposes upon exposure to light. Combustible. Incompatible with strong oxidizing agents, strong acids, reducing agents, bases.
  • InChIKey :SECXISVLQFMRJM-UHFFFAOYSA-N
  • CAS DataBase Reference872-50-4(CAS DataBase Reference)
  • NIST Chemistry Reference :2-Pyrrolidinone, 1-methyl-(872-50-4)
  • EPA Substance Registry System :2-Pyrrolidinone, 1-methyl-(872-50-4)
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements
  • H227:Combustible liquid
  • H315:Causes skin irritation
  • H319:Causes serious eye irritation
  • H335:May cause respiratory irritation
  • H360:May damage fertility or the unborn child
  • Precautionary statements
  • P201:Obtain special instructions before use.
  • P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
  • P280:Wear protective gloves/protective clothing/eye protection/face protection.
  • P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
  • P308+P313:IF exposed or concerned: Get medical advice/attention.
  • P405:Store locked up.
N-Bromosuccinimide Price More Price(69)
  • Brand: Sigma-Aldrich
  • Product number: 1601703
  • Product name : Residual Solvent Class 2 - N-Methylpyrrolidone
  • Purity: United States Pharmacopeia (USP) Reference Standard
  • Packaging: 3x1.2ml
  • Price: $348
  • Updated: 2018/11/13
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 1437202
  • Product name : Methylpyrrolidone
  • Purity: United States Pharmacopeia (USP) Reference Standard
  • Packaging: 2g
  • Price: $386
  • Updated: 2018/11/13
  • Buy: Buy
  • Brand: TCI Chemical
  • Product number: M0418
  • Product name : 1-Methyl-2-pyrrolidone
  • Purity: >99.0%(GC)
  • Packaging: 25mL
  • Price: $16
  • Updated: 2018/11/22
  • Buy: Buy
  • Brand: TCI Chemical
  • Product number: M0418
  • Product name : 1-Methyl-2-pyrrolidone
  • Purity: >99.0%(GC)
  • Packaging: 100mL
  • Price: $22
  • Updated: 2018/11/22
  • Buy: Buy
  • Brand: Alfa Aesar
  • Product number: 038986
  • Product name : 1-Methyl-2-pyrrolidinone, HPLC Grade, 99.5%
  • Purity: 
  • Packaging: 1L
  • Price: $79.1
  • Updated: 2018/11/16
  • Buy: Buy

1-Methyl-2-pyrrolidinone Chemical Properties,Usage,Production

  • Toxicology Oral (mus)LD50:5130 mg/kg;Oral (rat)LD50:3914 mg/kg;Dermal (rbt)LD50:8000 mg/kg.
  • Waste Disposal Consult state, local or national regulations for proper disposal. Disposal must be made according to official regulations. Water, if necessary with cleansing agents.
  • storage NMP is hygroscopic (picks up moisture) but stable under normal conditions. It will violently react with strong oxidizers such as hydrogen peroxide, nitric acid, sulfuric acid, etc. The primary decomposition products produce carbon monoxide and nitrogen oxide fumes. Excessive exposure or spillage should be avoided as a matter of good practice. Lyondell Chemical Company recommends wearing butyl gloves when using NMP. NMP should be stored in clean, phenolic-lined mild steel or alloy drums. Teflon®1 and Kalrez®1 have been shown to be suitable gasket materials. Please review MSDS prior to handling.
  • Chemical Properties 1-Methyl-2-pyrrolidinone (NMP) has a molecular formula of C5H9NO, and it is a colorless to light yellow transparent liquid with a slight ammonia odor. Its boiling point is 204℃, flash point is 91℃, chroma HaZen≤25, refractive index N20D 1.468-1.471, density is 1.032-1.035. It is miscible in water at any ratio, it is soluble in ethanol, acetone, esters, halogenated hydrocarbons, aromatic hydrocarbons and other organic solvents, and it can completely mix with practically all solvents. It is strongly hygroscopic, chemically stable, not corrosive towards carbon steel and aluminum, and slightly corrosive to copper. It has low adhesiveness, strong chemical and thermal stability, high polarity, and low volatility. This product is slightly toxic, and its permitted concentration limit in air is 100PPM.
  • Uses
    1. 1-Methyl-2-pyrrolidinone (NMP) is a polar aprotic solvent that has the advantages of low toxicity, high boiling point, outstanding solvency, strong selectivity and good stability. It is widely used in purification of aromatic hydrocarbon extraction, acetylene, olefins, and diolefins.
    2. It is used in industrial cleaning, and it serves as a solvent for production of pesticides, engineering plastics, coatings, synthetic fibers, and integrated circuits.
    3. It can also be used as an industrial cleanser, dispersant, dye, lubricant and antifreeze.
    4. 1-Methyl-2-pyrrolidinone is an excellent solvent, widely used in aromatics extraction, lubricating oil refining, acetylene enrichment, butadiene separation and synthesis gas desulfurization.
    5. It is used in gas desulfurization, lubricating oil refining, lubricating oil antifreeze, olefin extraction, and as a solvent for insoluble engineering plastics polymerization.
    6. It can be used in herbicide, to clean insulation materials, semiconductor industry precision instruments and circuit boards, to recycle PVC exhaust, as a detergent, dye supplement and dispersing agent.
    7. It is used in mediums for polymerization reactions such as engineering plastics and aramid fiber.
    8. 1-Methyl-2-pyrrolidinone is used as a polyvinylidene fluoride solvent and electrode auxiliary material for lithium ion batteries.
    9. high purity grade for ICP-MS detection.
    10. For peptide synthesis.
  • Chemical Properties l-Methyl-2-pyrrolidone can undergo a number of chemical reactions even though it is accepted as a stable solvent. It is resistant to hydrolysis under neutral conditions, but strong acid or base treatment results in ring opening to 4-methyl aminobutyric acid. l-Methyl-2-pyrrolidone can be reduced to 1-methyl pyrrolidine with borohydride. Treatment with chlorinating agents results in amide formation,an intermediate which can undergo further substitution, while treatment with amyl nitrate yields the nitrate. Olefins can be added to the 3 position by treatment first with oxalic esters, then with appropriate aldehyes (Hort and Anderson 1982).
  • Chemical Properties colourless or light yellow liquid with an amine odour
  • Uses It is a versatile industrial solvent. NMP is currently approved for use only in veterinary pharmaceuticals. The determination of the disposition and metabolism of NMP in the rat will contribute toward understanding the toxicology of this exogenous chemical which man may likely be exposed to in increasing amounts.
  • Definition ChEBI: A member of the class of pyrrolidine-2-ones that is pyrrolidin-2-one in which the hydrogen attached to the nitrogen is replaced by a methyl group.
  • Production Methods l-Methyl-2-pyrrolidone is manufactured by the reaction of buytrolactone with methylamine (Hawley 1977). Other processes include preparation by hydrogenation of solutions of maleic or succinic acids with methylamine (Hort and Anderson 1982). Manufacturers of this chemical include Lachat Chemical, Inc, Mequon, Wisconsin and GAF Corporation, Covert City, California.
  • General Description N-Methyl-2-Pyrrolidone (NMP) is a powerful, aprotic solvent with high solvency, and low volatility. This colorless, high boiling, high flash point and low vapor pressure liquid carries a mild amine-like odor. NMP has high chemical and thermal stability and is completely miscible with water at all temperatures. NMP can serve as a co-solvent with water, alcohols, glycol ethers, ketones, and aromatic/chlorinated hydrocarbons. NMP is both recyclable by distillation and readily biodegradable. NMP is not found on the Hazardous Air Pollutants (HAPs) list of the 1990 Clean Air Act Amendments.
  • Air & Water Reactions Soluble in water.
  • Reactivity Profile This amine is a very mild chemical base. 1-Methyl-2-pyrrolidinone does tend to neutralize acids to form salts plus water. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
  • Hazard Severe skin and eye irritant. Explosive lim-its 2.2–12.2%.
  • Health Hazard Inhalation of hot vapors can irritate nose and throat. Ingestion causes irritation of mouth and stomach. Contact with eyes causes irritation. Repeated and prolonged skin contact produces a mild, transient irritation.
  • Fire Hazard Special Hazards of Combustion Products: Toxic oxides of nitrogen may be formed in fire.
  • Industrial uses l-Methyl-2-pyrrolidone is used: 1) as a general dipolar aprotic solvent, stable and unreactive; 2) for extraction of aromatic hydrocarbons from lubricating oils; 3) for carbon dioxide removal in ammonia generators; 4) as a solvent for polymerization reactions and polymers; 5) as a paint stripper; and 6) for pesticide formulations (USEPA 1985).
    Other non-industrial uses of l-methyl-2-pyrrolidone are based on its properties as a dissociating solvent suitable for electrochemical and physical chemical studies (Langan and Salman 1987). Pharmaceutical applications make use of the properties of l-methyl-2-pyrrolidone as a penetration enhancer for a more rapid transfer of substances through the skin (Kydoniieus 1987; Barry and Bennett 1987; Akhter and Barry 1987). l-Methyl-2-pyrrolidone has been approved as a solvent for slimicide application to food packaging materials (USDA 1986).
  • Contact allergens 1-Methylpyrrolidone is an aprotic solvent with a wide range of applications: petrochemical processing, surface coating, dyes and pigments, industrial and domestic cleaning compounds, and agricultural and pharmaceutical formulations. It is mainly an irritant, but it can cause severe contact dermatitis due to prolonged contact.
  • Safety Profile Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by skin contact. An experimental teratogen. Experimental reproductive effects. Mutation data reported. Combustible when exposed to heat, open flame, or powerful oxidizers. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx.
  • Metabolic pathway Rats are administered radio-labeled N-methyl-2- pyrrolidinone (NMP), and the major route of excretion by rats is via the urine. The major metabolite, representing 70-75% of the administered dose, is 4-(methylamino)butenoic acid. This unsaturated intact product may be formed from the elimination of water, and a hydroxyl group may be present on the metabolite prior to acid hydrolysis.
  • Metabolism Male Sprague-Dawley rats were given a single intraperitoneal injection (45 mg/kg) of radiolabeled 1 -methyl-2-pyrrolidone. Plasma levels of radioactivity and compound were monitored for six hours and the results suggested a rapid distribution phase which was followed by a slow elimination phase. The major amount of label was excreted in the urine within 12 hours and accounted for approximately 75% of the labelled dose. Twenty-four hours after dosage, cumulative excretion (urine) was approximately 80% of the dose. Both ring- and methyl-labeled species were used, as well as both [14C]- and [3H]-labeled l-methyl-2-pyrrolidone. The initial labeled ratios were maintained during the first 6 hours after dosage. After 6 hours, the liver and intestines were found to contain the highest accumulations of radioactivity, approximately 2-4% of the dose. Little radioactivity was noted in the bile or respired air. High performance liquid chromatography of urine showed the presence of one major and two minor metabolites. The major metabolite (70-75% of the administered radioactive dose) was analyzed by liquid chromatography-mass spectrometry and gas chromatography-mass spectrometry and was proposed to be a 3- or 5-hydroxy-l-methyl-2-pyrrolidone (Wells 1987).
  • Purification Methods Dry the pyrrolidone by removing water as the *benzene azeotrope. Fractionally distil at 10 torr through a 100-cm column packed with glass helices. [Adelman J Org Chem 29 1837 1964, McElvain & Vozza J Am Chem Soc 71 896 1949.] The hydrochloride has m 86-88o (from EtOH or Me2CO/EtOH) [Reppe et al. Justus Liebigs Ann Chem 596 1 1955]. [Beilstein 21 II 213, 21 III/IV 3145, 21/6 V 321.]
1-Methyl-2-pyrrolidinone Preparation Products And Raw materials
Raw materials
Preparation Products
1-Methyl-2-pyrrolidinone Suppliers
Global(502)Suppliers
  • Supplier: J & K SCIENTIFIC LTD.
  • Tel:400-666-7788 +86-10-82848833
  • Fax:86-10-82849933
  • Email:jkinfo@jkchemical.com;market6@jkchemical.com
  • Country:China
  • ProdList:96815
  • Advantage:76
  • Supplier: Chengdu RunZeBenTu Chemical Co., Ltd
  • Tel:13096311329 028-88469284 qq:616445927
  • Fax:028-88469284
  • Email:616445927@qq.com
  • Country:China
  • ProdList:2894
  • Advantage:50
  • Supplier: Hefei TNJ Chemical Industry Co.,Ltd.
  • Tel:+86 (551) 65418695 65418696
  • Fax:+86 (551) 65418697
  • Email:info@tnjchem.com
  • Country:China
  • ProdList:1898
  • Advantage:62
  • Supplier: Ring Specialty Chemicals Inc.
  • Tel:+1 416 493 6870
  • Fax:+1 416 499 9759
  • Email:info@ringchemicals.com
  • Country:Canada
  • ProdList:50
  • Advantage:58
  • Supplier: Creasyn Finechem(Tianjin) Co., Ltd.
  • Tel:86-22-83945878,83945171,83945172
  • Fax:4008266163-06019
  • Email:export@creasyn.com sale@creasyn.com
  • Country:China
  • ProdList:799
  • Advantage:68
872-50-4, 1-Methyl-2-pyrrolidinone Related Search:
  • N-METHYLPYROLIDONE
  • N-METHYLPYRROLID-2-ONE
  • N-METHYLPYRROLIDINONE
  • N-METHYLPYRROLIDNONE
  • N-METHYLPYRROLIDONE
  • NMP-T
  • NMP-EL
  • NMP
  • N-METHYL-2-PYRROLIDINONE
  • N-METHYL-2-PYROLLIDONE
  • N-METHYL-2-KETOPYRROLIDINE
  • 0131
  • 1-methyl-2-pyrrolidinon
  • 1-Methyl-5-pyrrolidinone
  • 1-Methylazacyclopentan-2-one
  • 1-Methylazacyclopentane-2-one
  • 1-methyl-pyrrolidin-2-one
  • 1-Methylpyrrolidin-2-one
  • 1-methyl-pyrrolidine-2-one
  • 1-Methylpyrrolidinone
  • 1-Methylpyrrolidone
  • 2-Methyl-2-pyrrolidone
  • 2-Pyrrolidinone,1-methyl-
  • 2-Pyrrolidone, 1-methyl-
  • Deuterated N-Methyl-2-pyrrolidone
  • DeuteratedN-Methyl-2-Pyrrolidone
  • gsolex 1
  • -Methyl-a-pyrrolidinone
  • -Methyl-a-pyrrolidone
  • -Methyl-g-butyrolactam
  • methylpyrrolidinone(non-specificname)
  • Methylpyrrolidone
  • Micropure ultra
  • M-Pyrol
  • m-Pyrrole
  • N-Methyl-alpha-pyrrolidinone
  • N-Methyl-alpha-pyrrolidone
  • N-Methyl-gamma-butyrolactam
  • N-Methylpyrrolidone-(2)
  • n-methylpyrrolidone(nmp)
  • N-Pyrrolidone
  • 1-METHYL-2-PYRROLIDINONE
  • 1-METHYL-2-PYRROLIDONE
  • 1-methyl-2-pyrrolidone absolute over molecular sieve
  • 1-methyl-2-pyrrolidinone, spectrophotometric grade
  • 1-methyl-2-pyrrolidon
  • 1-methyl-2-pyrrolidinone, anhydrous
  • N-Methyl-2-ketoptrrolidine
  • N-Methyl Pyloridone (NMP)
  • 1-METHYL-2-PYRROLIDINE
  • 2-METHYLPYRROLIDONE
  • METHYLPYRROLIDINONE
  • N-Methylpyrrolidon
  • N-METHYL PYRROLIDON (PEPTIDE GRADE)
  • N-METHYL-2-PYRROLIDIONE
  • N-METHYL-2-PYRROLIDIONE ***REVERSE***
  • N-Methyl-2-Pyrrolidone
  • 1-Methyl-2-pyrrolidinone, distilled