2-Pyrrolidon

2-Pyrrolidinone Struktur
616-45-5
CAS-Nr.
616-45-5
Bezeichnung:
2-Pyrrolidon
Englisch Name:
2-Pyrrolidinone
Synonyma:
pyrrolidin-2-one;2-PYRROLIDONE;Pyrrolidone;2-pyrolidone;Pyrrolidon;BUTYROLACTAM;2-PYRROLIDON;a-pyrrolidone;α-Pyrrolidone;2-P
CBNumber:
CB4453929
Summenformel:
C4H7NO
Molgewicht:
85.1
MOL-Datei:
616-45-5.mol

2-Pyrrolidon 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)
Brechungsindex
n20/D 1.487(lit.)
FEMA 
4829 | 2-PYRROLIDONE
Flammpunkt:
>230 °F
storage temp. 
2-8°C
Löslichkeit
H2O: miscible (completely)
pka
16.62±0.20(Predicted)
Aggregatzustand
Liquid
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
Stabilität:
Hygroscopic
InChIKey
HNJBEVLQSNELDL-UHFFFAOYSA-N
LogP
-0.71 at 20℃
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
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
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
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

2-Pyrrolidon 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

2-Pyrrolidinone occurs as a colorless or slightly grayish liquid, as white or almost white crystals, or colorless crystal needles. It has a characteristic odor. miscible with water, alcohol, ether, chloroform, benzene, ethyl acetate and carbon disulfide, insoluble in petroleum ether.

Definition

ChEBI: 2-Pyrrolidinone is 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 gamma-aminobutyric acid (GABA). It has a role as a polar solvent and a metabolite.

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).

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-Pyrrolidon Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2-Pyrrolidon Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 434)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Tianjin Zhongxin Chemtech Co., Ltd.
+86-022-66880623 +8618622897568
sales@tjzxchem.com China 559 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671
sales@tnjchem.com China 34572 58
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+86-17331933971 +86-17331933971
deasea125996@gmail.com China 2504 58
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+86-371-66670886
info@dakenam.com China 15371 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21695 55
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555 +8617317452075
jack.li@time-chemicals.com China 1807 55
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008657128800458; +8615858145714
fandachem@gmail.com China 9353 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
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Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +86-18949832763
info@tnjchem.com China 2989 55
Shanxi Naipu Import and Export Co.,Ltd
+86-13734021967 +8613734021967
kaia@neputrading.com China 1011 58

616-45-5(2-Pyrrolidon)Verwandte Suche:


  • -Tetrahydropyrrolone
  • zacyclopentan-2-one
  • α-PVR
  • Piperidinic acid anhydride
  • gama-Butyrolactam
  • 2-PYRROLIDINONE, 99+%
  • 2-Pyrrolidinone,Certified
  • 2-Pyrrolidone,>98%
  • 2-Pyrrolidinone/2-Pyrrolidone
  • 2-Pyrrolidone/2-Pyrrolidinone
  • 2-Pyrrolidinone,2-Pyrrolidone, Butyrolactam
  • α-Ketopyrrolidine
  • 2-ketopyrrolidin
  • 2-Azacyclopentanone gamma-Butyrolactam 2-Ketopyrrolidine 2-Pyrrolidinone
  • 2-Pyrrolidinone 99%
  • 2-pyrrolidinone (α- pyrrolidone)
  • 2-Pyrrolidinone purum, >=98.0% (GC)
  • 2-Pyrrolidinone SynonyMs 2-Pyrrolidone
  • G-BUTYROLACTAM
  • GAMMA-BUTYROLACTAM
  • 2-PYRROLIDINONE
  • 2-AZACYCLOPENTANONE
  • 2-KETOPYRROLIDINE
  • PIPERIDINIC ACID LACTAM
  • 2-Oxopyrrolidine
  • 2-Pyrol4-aminobutyric acid lactam
  • 4-Aminobutanoicacidlactam
  • 4-amino-butanoicacilactam
  • 4-Aminobutyric acid lactam
  • 4-aminobutyricacidlactam
  • 4-Butyrolactam
  • alpha-Pyrrolidinone
  • -Aminobutyric acid lactam
  • -Aminobutyric lactam
  • -Aminobutyrolactam
  • Butanoic acid, 4-amino-, lactam
  • Butyrolacetam
  • gamma-aminobutyric acid lactam
  • gamma-Aminobutyric lactam
  • gamma-aminobutyricacidlactam
  • gamma-aminobutyriclactam
  • gamma-Aminobutyrolactam
  • Piperidiniclactam
  • pyrrolidine-2-one
  • -Pyrrolidinone
  • -Pyrrolidone
  • Pyrrolidone-2
  • Pyrrolidone2-pyrrolidone
  • 2-pyrrolidinone (2-P)
  • 2-Pyrrolidone>
  • Pyrrolidin-2-one (2-Pyrrolidone)
  • Acetylated Mono and Diglycerides ACETEM
  • 2-Pyrrolidinone,>98%
  • 2-Oxo-4-butyrolactam
  • Recombinant Human CD155/PVR Protein, His Tag
  • Human PVR Protein, His Tag
  • Human PVR Protein, Fc Tag
  • Recombinant Human PVR/CD155 Protein, His Tag
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