2-Pyrrolidon Produkt Beschreibung

2-Pyrrolidinone Struktur
616-45-5
  • CAS-Nr.616-45-5
  • Bezeichnung:2-Pyrrolidon
  • Englisch Name:2-Pyrrolidinone
  • Synonyma:2-Pyrrolidon;2-Pyrrolidinon;2-Ketopyrrolidin;Butyrolactam
    2-P;α-PVR;2-Pyrol;Pyrrolidon;Soluphor P;Pyrrolidone;-Pyrrolidone;2-pyrolidone;BUTYROLACTAM;2-PYRROLIDON
  • CBNumber:CB4453929
  • Summenformel:C4H7NO
  • Molgewicht:85.1
  • MOL-Datei:616-45-5.mol
2-Pyrrolidon physikalisch-chemischer Eigenschaften
  • Schmelzpunkt: :23-25 °C(lit.)
  • Siedepunkt: :245 °C(lit.)
  • Dichte :1.12 g/mL at 25 °C(lit.)
  • Dampfdichte :2.9 (vs air)
  • Dampfdruck :0.04 hPa (20 °C)
  • FEMA  :4829 | 2-PYRROLIDONE
  • Brechungsindex :n20/D 1.487(lit.)
  • Flammpunkt: :>230 °F
  • storage temp.  :2-8°C
  • Löslichkeit :H2O: miscible (completely)
  • Aggregatzustand :Liquid or Low Melting Mass
  • Farbe :Clear colorless to pale yellow
  • PH :9-11 (100g/l, H2O, 20℃)
  • Explosionsgrenze :1.8-16.6%(V)
  • Wasserlöslichkeit :miscible
  • Sensitive  :Hygroscopic
  • Merck  :14,8016
  • BRN  :105241
  • InChIKey :HNJBEVLQSNELDL-UHFFFAOYSA-N
  • CAS Datenbank :616-45-5(CAS DataBase Reference)
  • NIST chemische Informationen :2-Pyrrolidinone(616-45-5)
  • EPA chemische Informationen :2-Pyrrolidinone(616-45-5)
Sicherheit
  • R-Sätze: :22
  • S-Sätze: :24/25
  • RIDADR  :2810
  • WGK Germany  :1
  • RTECS-Nr. :UY5715000
  • Selbstentzündungstemperatur :395 °C
  • TSCA  :Yes
  • HazardClass  :6.1(b)
  • PackingGroup  :III
  • HS Code  :29339980
  • Giftige Stoffe Daten :616-45-5(Hazardous Substances Data)
  • Toxizität :LD50 orally in Rabbit: > 3200 mg/kg

2-Pyrrolidinone Chemische Eigenschaften,Einsatz,Produktion Methoden

  • ERSCHEINUNGSBILD HELLGELBE FLüSSIGKEIT.
  • CHEMISCHE GEFAHREN Zersetzung beim Erhitzen oder Verbrennen unter Bildung giftiger Rauche mit Stickstoffoxiden.
  • ARBEITSPLATZGRENZWERTE TLV nicht festgelegt (ACGIH 2005).
    MAK nicht festgelegt (DFG 2005).
  • AUFNAHMEWEGE Aufnahme in den Körper über die Haut.
  • INHALATIONSGEFAHREN Beim Verdampfen bei 20°C tritt eine gesundheitsschädliche Kontamination der Luft nicht oder nur sehr langsam ein; viel schneller jedoch beim Versprühen oder Dispergieren.
  • WIRKUNGEN BEI KURZZEITEXPOSITION WIRKUNGEN BEI KURZZEITEXPOSITION:
    Die Substanz reizt die Haut, die Augen und die Atemwege.
  • LECKAGE Ausgelaufene Flüssigkeit möglichst in abdichtbaren Behältern sammeln. Reste mit Sand oder inertem Absorptionsmittel aufnehmen und an einen sicheren Ort bringen.
  • R-Sätze Betriebsanweisung: R22:Gesundheitsschädlich beim Verschlucken.
  • S-Sätze Betriebsanweisung: S24/25:Berührung mit den Augen und der Haut vermeiden.
  • Chemische Eigenschaften Clear colorless liquid or low melting solid
  • Chemische Eigenschaften 2-Pyrrolidone undergoes the reactions of a typical lactam, e.g. ring opening, attack on the carbonyl group, and replacement of hydrogens alpha to the carbonyl group. Strong acids and bases catalyze the hydrolysis of 2-pyrrolidone to 4-aminobutanoic acid (GABA). The hydrogen atom on the nitrogen atom is easily replaced by alkylation reactions with alkyl halide or sulfates, or reaction with acid anhydrides, acyl halides, ethylene oxide, and styrene. Condensation reactions with secondary amines and alcohols, and O-alkylation reactions occur at the carbonyl group. In the presence of anionic catalyst systems, 2-pyrrolidone is polymerized to polypyrrolidone, nylon-4 (Hort and Anderson 1978).
  • Chemische Eigenschaften Pyrrolidone occurs as a colorless or slightly grayish liquid, as white or almost white crystals, or colorless crystal needles. It has a characteristic odor.
  • Verwenden 2-Pyrrolidinone is a widely used organic polar solvent for various applications. 2-Pyrrolidinone is also an intermediate in the manufacture of polymers.
  • Definition ChEBI: The simplest member of the class of pyrrolidin-2-ones, consisting of pyrrolidine in which the hydrogens at position 2 are replaced by an oxo group. The lactam arising by the formal intramolecular condensation of the amino and carboxy groups of gamm -aminobutyric acid (GABA).
  • Vorbereitung Methode The synthesis of 2-pyrrolidone was first reported in 1889 as the product of dehydration of 4-aminobutanoic acid. It is produced commercially by condensation of butyrolactone with ammonia, a method first described in 1936. Other synthetic routes include carbon monoxide insertion into allylamine, hydrolytic hydrogenation of succinonitrile, and hydrogenation of ammoniacal solutions of maleic and succinnic acids (Hort and Anderson 1978).
  • Vorbereitung Methode Pyrrolidone is prepared from butyrolactone by a Reppe process, in which acetylene is reacted with formaldehyde.
  • Health Hazard Exposure to 2-pyrrolidone produces irritation to the eyes, mucous membranes, and skin. Although reported to be a skin sensitizer in animal tests, there is no indication that 2-pyrrolidone is a skin sensitizer in human exposures (Anon 1975). 2-Pyrrolidone has been reported to enhance the permeability of human skin for methanol, but reduced the permeability for octanol (Southwell et al 1983).
  • Pharmazeutische Anwendungen Pyrrolidone and N-methylpyrrolidone are mainly used as solvents in veterinary injections. Pyrrolidone has been shown to be a better solubilizer than glycerin, propylene glycol, or ethanol. They have also been suggested for use in human pharmaceutical formulations as solvents in parenteral, oral, and topical applications. In topical applications, pyrrolidones appear to be effective penetration enhancers. Pyrrolidones have also been investigated for their application in controlled-release depot formulations.
  • Industrielle Verwendung 2-Pyrrolidone is used as an intermediate for synthesis of l-vinyl-2-pyrrolidone and various TV-methylol derivatives used as textile-finishing agents; as a solvent for various polymers, chlordane and DDT, d-sorbitol, glycerin, and sugars; and as a decolorizing agent for kerosene, fatty oils, and rosins. N-methyl-2-pyrrolidone and 2-pyrrolidone are utilized in petroleum refining to selectively extract aromatics from paraffinic hydrocarbons. 2-Pyrrolidone is used as a plasticizer and coalescing agent for acrylic latices and acrylic/styrene copolymers in emulsion coatings, i.e. floor waxes. A linear high molecular weight polyamide polymer of 2-pyrrolidone, nylon-4, is used as a textile fiber, injection molding compound, and film-forming polymer (Anon. 1975; Hort and Anderson 1978).
  • Sicherheit(Safety) Pyrrolidones are mainly used in veterinary injections and have also been suggested for use in human oral, topical, and parenteral pharmaceutical formulations. In mammalian species, pyrrolidones are biotransformed to polar metabolites that are excreted via the urine. Pyrrolidone is mildly toxic by ingestion and subcutaneous routes; mutagenicity data have been reported.
    LD50 (guinea pig, oral): 6.5 g/kg
    LD50 (rat, oral): 6.5 g/kg
  • Stoffwechsel A metabolite of 2-pyrrolidone, 4-aminobutanoic acid has been identified in animals (Lundgren et al 1980). 2-Pyrrolidone has been reported to be an endogenous constituent in the brains of mice (Callery et al 1978) and bovine (Mori et al 1975). The aliphatic polyamine putrescine has been demonstrated to be metabolized to 2-pyrrolidone in rat liver slices (Lundgren and Hankins 1978; Lundgren et al 1985) and to lesser extent by slices of spleen and lung, but not in tissue slices from kidney, brain, heart, or rear leg muscle (Lundgren and Hankins 1978). The metabolism of putrescine is catalyzed by the microsomal enzyme diamine oxidase (EC 1.4.3.6) to 4-aminobutyraldehyde, which is subsequently oxidized to the neurotransmitter 4-aminobutanoic acid (4-aminobutyric acid, GAB A) or is cyclized to delta1-pyrroline (Seiler 1980; Lundgren et al 1980; Callery et al 1980), which is in turn oxidized to 5-hydroxy-2-pyrrolidone (Lundgren and Fales 1980). There is evidence that 5-hydroxy-2-pyrrolidone is further metabolized to succinimide, malimide, 2- and 3-hydroxysuccinamic acids, maleamic acid, and carbon dioxide (Bandle et al 1984). An enzyme system residing in the soluble fraction of rabbit liver catalyzes the conversion of delta'-pyrroline to ?-aminobutyric acid and its lactam, 2-pyrrolidone (Callery et al 1982). 2-Pyrrolidone has been identified as a urinary metabolite of N-nitrosopyrrolidine (Cottrell et al 1980) and the drug methadone (Kreek 1980).
  • Lager Pyrrolidone is chemically stable and, if it is kept in unopened original containers, the shelf-life is approximately one year. Pyrrolidone should be stored in a well-closed container protected from light and oxidation, at temperatures below 20°C.
  • Inkompatibilitäten Pyrrolidone is incompatible with oxidizing agents and strong acids.
2-Pyrrolidinone Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
2-Pyrrolidon Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
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616-45-5, 2-Pyrrolidinone Verwandte Suche:
  • 2-Pyrrolidone Butyrolactam
  • 2-AZACYCLOPENTANONE
  • 2-P
  • 2-KETOPYRROLIDINE
  • ALPHA-PYRROLIDONE
  • PIPERIDINIC ACID LACTAM
  • 2-Oxopyrrolidine
  • 2-Pyrol
  • 2-Pyrol4-aminobutyric acid lactam
  • 4-Aminobutanoicacidlactam
  • 4-amino-butanoicacilactam
  • 4-Aminobutyric acid lactam
  • pyrrolidin-2-one
  • pyrrolidine-2-one
  • -Pyrrolidinone
  • Pyrrolidon
  • Pyrrolidone
  • -Pyrrolidone
  • Pyrrolidone-2
  • Pyrrolidone2-pyrrolidone
  • Soluphor P
  • -Tetrahydropyrrolone
  • zacyclopentan-2-one
  • α-PVR
  • a-pyrrolidone
  • gama-Butyrolactam
  • 2-PYRROLIDINONE, 99+%
  • 2-Pyrrolidinone,Certified
  • 2-Pyrrolidone,>98%
  • 2-Pyrrolidinone/2-Pyrrolidone
  • 2-Pyrrolidone/2-Pyrrolidinone
  • Piperidinic acid anhydride
  • 2-pyrolidone
  • 2-ketopyrrolidin
  • α-Ketopyrrolidine
  • 2-Pyrrolidinone,2-Pyrrolidone, Butyrolactam
  • 2-Azacyclopentanone gamma-Butyrolactam 2-Ketopyrrolidine 2-Pyrrolidinone
  • 2-Pyrrolidinone 99%
  • 2-pyrrolidinone (α- pyrrolidone)
  • 2-Pyrrolidinone SynonyMs 2-Pyrrolidone
  • 2-Pyrrolidinone purum, >=98.0% (GC)
  • BUTYROLACTAM
  • G-BUTYROLACTAM
  • GAMMA-BUTYROLACTAM
  • 2-PYRROLIDINONE
  • 2-PYRROLIDON
  • 2-PYRROLIDONE
  • Piracetam EP Impurity A
  • 2-pyrrolidinone (2-P)
  • Piracetam Impurity 1(Piracetam EP Impurity A)
  • 4-aminobutyricacidlactam
  • 4-Butyrolactam
  • alpha-Pyrrolidinone
  • -Aminobutyric acid lactam
  • -Aminobutyric lactam
  • -Aminobutyrolactam
  • Butanoic acid, 4-amino-, lactam
  • Butyrolacetam