S-(-)-Propylene Oxide

Blue Ice

58, 08

Liquid

(S)-Methyloxirane is a reactant that has been used in the synthesis of (-)-Pyrenophorol, the macrolide dilactone Pyrenophorol was originally isolated from Byssochlamys niveah and Stemphylium radicinum. Pyrenophorol was moderately active against the fungus Microbotryum violaceum. It is an anti-fungal antibiotic produced by the plant pathogenic fungi Pyrenophora avenue and Stemphylium radicinum, which is closely related structurally to (-)-Pyrenophorol.

(S)-(−)-Propylene oxide undergoes ring-opening upon treating with nucleophiles such as Grignard reagents or organolithium compounds to yield corresponding secondary alcohols.[1][2]
• It can be used in the synthesis of ligands to prepare of Pb(II) based coordination nets for the fabrication of white light-emitting diode materials.[1]
• It is a key starting material for the total synthesis of arenolide[2] and (+)-aspicilin.[3]

Synonyms:
(2S)-Methyloxirane; (S)-(-)-Propylene Oxide; (-)-Methyloxirane; (-)-Propylene Oxide; (2S)-2-Methyloxirane; (2S)-Methyloxirane; (S)-(-)-Methyloxirane; (S)-(-)-Propene Oxide; (S)-(-)-Propylene oxide; (S)-2-Methyloxirane; (S)-Methyloxirane; (S)-Propene Oxide; (S)-Propylene oxide; S-(-)-1, 2-Epoxypropane; l-Propylene Oxide

CAS No:
16088-62-3

Molecular Formula:
C₃H₆O

Molecular Weight:
58.08

Appearance:
Liquid

Purity:
≥98% (GC)

Refractive Index:
n20/D 1.366 (lit.)

Boiling Point:
33-34 °C (lit.)

Density:
0.829g/ml at 20°C (lit.)

Storage and Stability:
Store at -20°C. Heat Sensitive. For maximum recovery of product, centrifuge the original vial prior to removing the cap.