(S)-4-HYDROXY-2-PYRROLIDINONE

PRODUCT IDENTIFICATION
CAS NO. 68108-18-9

(S)-4-HYDROXY-2-PYRROLIDINONE
EINECS NO.  
FORMULA C4H7NO2
MOL WT. 101.10

H.S. CODE

  
DERIVATION

 
SYNONYMS (S)-beta-Hydroxy-gamma-butyrolactam;

TOXICITY

 

CLASSIFICATION

  

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE

yellowish powder
MELTING POINT 156 - 160 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER  
pH  
VAPOR DENSITY

 

AUTOIGNITION

  

NFPA RATINGS

 Health: 1; Flammability: 0; Reactivity: 0

REFRACTIVE INDEX

  
FLASH POINT

 
STABILITY

Stable under ordinary conditions. Moisture, light sensitive.

GENERAL DESCRIPTION

Pyrrolidine, the saturated tetrahydropyrrole, is a part of the structure of amino acids (proline, hydroxyproline and hygrine). Pyrrolidinone is the lactam form of pyrrolidine; containing nitrogen atom in C-5 cyclic structure. Chiral pyrrolidinones are used in developing novel drug especially antibiotics of low toxicity for the host but effective against cephalosporin-resistant pathogens. They are used as enantiomeric intermediate for the asysmmetric single isomeric drugs including antitumor, anesthetic, antipasmodic, hepatotoxic, antiinflammatory or anti-HIV activity products. They have wide and effective chiral applications as chiral auxiliaries, building blocks and ligands.
SALES SPECIFICATION

APPEARANCE

yellowish powder

CHEMICAL PURITY

 98.0% min

OPTICAL PURITY

 99.0% min

OPTICAL ROTATION

 -40° ~ -44° (C=1 in EtOH)
TRANSPORTATION
PACKING
 
HAZARD CLASS Not regulated
UN NO.  
OTHER INFORMATION
Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 22-24/25

GENERAL DESCRIPTION OF LACTONE

Lactone, Lactam, Lactim

Lactone is an internal cyclic monoester (anhydride) derived from the hydroxyl and carboxyl radicals of gamma or delta hydroxy acids by the removal of a H2O between a carboxyl and a hydroxyl group in the same molecule; gamma-hydroxybutyric acid forms gamma-butyrolactone and delta-hydroxydecanoic acid forms delta-decalactone spontaneously. In result, prefixes describe the ring size: beta- is for 4-membered ring), gamma- , 5-membered, and delta-, 6-membered ring. Lactam (a cyclic amide) is the nitrogen analog of lactone. Gamma-aminobutyric acid forms gamma-butyrolactam (also called 2-pyrrolidinone). Lactim is the tautomeric enol form of lactam. Lactam structure, a heteroatomic cyclic amide compound, is an important part in antibiotics such as penicillin. These structures, cyclic esters and analogues, are active nucleuses in pharmacological activity and flavorings. Their good solvency properties also useful in industrial application. Lactams have big demand in artificial fibre industry. They are polymerizable and used as nylon precursors.