(S)-3-HYDROXY-GAMMA-BUTYROLACTONE

PRODUCT IDENTIFICATION

CAS NO.

7331-52-4

(S)-3-HYDROXY-GAMMA-BUTYROLACTONE

EINECS NO.  
FORMULA C4H6O3
MOL WT. 102.09

H.S. CODE

 

TOXICITY

 

SYNONYMS (S)-HGB; (S)-4,5-Dihydro-4-hydroxy-2(3H)-furanone;
SMILES

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE clear to pale yellow liquid
MELTING POINT  
BOILING POINT 98 -100 C at 0.1mmHg
SPECIFIC GRAVITY 1.24
SOLUBILITY IN WATER soluble
pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

 

REFRACTIVE INDEX

 
FLASH POINT 110 C
STABILITY

Stable under ordinary conditions

APPLICATIONS

Intermedaite for asysmmetric single isomeric drugs. An example is atrovastatin, an antihyperlipidemic agent acting by inhibiting 3 hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase which catalyzes cholesterol biosynthesis. Another example is oxiracetam, a central nervous system drug, which modulates glutamatergic and cholinergic neurotransmission.

SALES SPECIFICATION

APPEARANCE

clear to pale yellow liquid
CHIRAL PURITY

99.5% min

CHEMICAL PURITY

95.0% min

MOISTURE

0.3% max

TRANSPORTATION
PACKING 25kgs in drum
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
EU Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 26-36
Optical Rotation: -79° ~ -83° (C=2 in EtOH)
OTHER INFORMATION

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 precursor.