Back to Compounds

2-Pyrrolidinone (PC000595)

Record Information
Version1.0
Creation date2015-10-09 22:31:27 UTC
Update date2017-01-19 02:36:29 UTC
FoodComEx IDPC000595
FoodDB RecordFDB000741
Chemical Information
Name2-Pyrrolidinone
DescriptionPresent in red ginseng 2-Pyrrolidone (2-Pyrrolidinone,2-Pyrol) is an organic compound consisting of a five-membered lactam. It is a colorless liquid which is used in industrial settings as a high-boiling non-corrosive polar solvent for a wide variety of applications. It is miscible with a wide variety of other solvents including water, ethanol, diethyl ether, chloroform, benzene, ethyl acetate and carbon disulfide.; 2-Pyrrolidone is an intermediate in the manufacture of polymers such as polyvinylpyrrolidone and polypyrrolidone.; Pyrrolidinone is a lactam cyclization product of gamma-aminobutyric acid (GABA). (PMID 10332870); Vigabatrin (VGB, an antiepileptic drug) increases human brain gamma-aminobutyric acid (GABA) and the related metabolites, including 2-pyrrolidinone. Patients taking VGB are expected to have an increase of these metabolites. (PMID 10403220, 10840398); 2-Pyrrolidone is an organic compound consisting of a five-membered lactam. It is a colorless liquid which is used in industrial settings as a high-boiling non-corrosive polar solvent for a wide variety of applications. It is miscible with a wide variety of other solvents including water, ethanol, diethyl ether, chloroform, benzene, ethyl acetate and carbon disulfide. -- Wikipedia. 2-Pyrrolidinone is found in beverages.
CAS Number616-45-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
-aminobutyric acid lactambiospider
-aminobutyric lactambiospider
-aminobutyrolactambiospider
-pyrrolidinonebiospider
-tetrahydropyrrolonebiospider
α-pyrrolidinonebiospider
α-pyrrolidonebiospider
«gamma»-aminobutyric acid lactambiospider
«gamma»-aminobutyric lactambiospider
«gamma»-aminobutyrolactambiospider
«gamma»-butyrolactambiospider
1-Azacyclopentan-2-oneChEBI
1-Methyl-2-pyrrolidinonebiospider
2-ketopyrrolidinebiospider
2-Oxopyrrolidinedb_source
2-Pyrolbiospider
2-Pyrol4-aminobutyric acid lactambiospider
2-Pyrrolidonedb_source
2-pyrrolidone for synthesisbiospider
2-PYRROLIDONE MFC4 H7 N1 O1biospider
2-Pyrrolidone-Butyrolactambiospider
2-Tetrahydropyrrolonebiospider
4-Aminobutanoic acid lactamdb_source
4-Aminobutyrate lactamGenerator
4-Aminobutyric acid lactambiospider
A-pyrrolidinonebiospider
A-pyrrolidonebiospider
Alpha-pyrrolidinonebiospider
Alpha-pyrrolidonebiospider
Aminobutyric acid lactambiospider
Aminobutyric lactambiospider
Aminobutyrolactambiospider
Azacyclopentan-2-onebiospider
Butanoic acid, 4-amino-, lactambiospider
Butyrolactamdb_source
g-Aminobutyrate lactamGenerator
G-aminobutyric acid lactambiospider
G-aminobutyric lactambiospider
G-aminobutyrolactambiospider
G-butyrolactambiospider
gamma-Aminobutyrate lactamGenerator
Gamma-aminobutyric acid lactambiospider
Gamma-aminobutyric lactambiospider
Gamma-aminobutyrolactambiospider
Gamma-butyrolactambiospider
Hydrogen tribromide, compound with pyrrolidin-2-one (1:3)biospider
LAMbiospider
N-Methyl-2-pyrrolidinonebiospider
Piperidinic lactamdb_source
pyrrolidin-2-onebiospider
Pyrrolidinonebiospider
Pyrrolidonbiospider
Pyrrolidon (german)biospider
Pyrrolidonebiospider
Pyrrolidone-2biospider
Pyrrolidone2-pyrrolidonebiospider
Soluphor pbiospider
Tetrahydropyrrolonebiospider
zacyclopentan-2-onebiospider
α-pyrrolidinoneGenerator
α-pyrrolidoneGenerator
γ-aminobutyrate lactamGenerator
γ-aminobutyric acid lactamGenerator
γ-aminobutyric lactamGenerator
γ-butyrolactamGenerator
Chemical FormulaC8H14N2O2
IUPAC name4,5-dihydro-1H-pyrrol-2-ol; pyrrolidin-2-one
InChI IdentifierInChI=1S/2C4H7NO/c2*6-4-2-1-3-5-4/h1-3H2,(H,5,6);2,5-6H,1,3H2
InChI KeyDSCOHTVBTNDPQA-UHFFFAOYSA-N
Isomeric SMILESOC1=CCCN1.O=C1CCCN1
Average Molecular Weight170.209
Monoisotopic Molecular Weight170.105527702
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolidines
Sub ClassPyrrolidones
Direct ParentPyrrolidine-2-ones
Alternative Parents
Substituents
  • 2-pyrrolidone
  • Pyrroline
  • Secondary carboxylic acid amide
  • Lactam
  • Ketene acetal or derivatives
  • Carboxamide group
  • Azacycle
  • Secondary amine
  • Secondary aliphatic amine
  • Carboxylic acid derivative
  • Alkanolamine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkNot Available
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-0.85SASAKI,H ET AL. (1991)
Experimental Water Solubility1000 mg/mL at 20 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 24.6°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 500 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci H644
MetaSci HMDB0002039
Toronto Research Chemicals P998990