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(S)-(+)-Propylene Oxide

Updated: 2026-07-15

Overview

(S)-(+)-Propylene Oxide is a chiral epoxide with significant industrial and laboratory applications. Its enantiomeric purity makes it a valuable reagent in asymmetric synthesis, particularly in the pharmaceutical and fine chemical industries. The compound is derived from propylene and is characterized by its high reactivity due to the strained oxirane ring. In addition to its synthetic utility, (S)-(+)-Propylene Oxide is used as a monomer in polymer production, contributing to materials with specific stereochemical properties. Its role in creating optically active compounds underscores its importance in modern organic chemistry.

Physical and Chemical Properties

(S)-(+)-Propylene Oxide is a volatile, colorless liquid with a characteristic ether-like odor. It has a low boiling point of 34°C and a density of 0.830 g/cm³ at 20°C. The compound is miscible with most organic solvents but only slightly soluble in water, which limits its use in aqueous systems. The chiral nature of (S)-(+)-Propylene Oxide is a defining feature, with the (S)-enantiomer exhibiting specific interactions in stereoselective reactions. Its reactivity is primarily due to the strained three-membered epoxide ring, which readily undergoes nucleophilic ring-opening reactions under acidic or basic conditions.

Main Applications

The primary use of (S)-(+)-Propylene Oxide is in asymmetric synthesis, where it serves as a building block for chiral pharmaceuticals and agrochemicals. Its ability to introduce stereocenters makes it indispensable for producing enantiomerically pure compounds. In the polymer industry, (S)-(+)-Propylene Oxide is polymerized to form polyethers with tailored properties. These polymers are used in coatings, adhesives, and elastomers. The compound’s reactivity also allows it to function as a cross-linking agent in resin formulations.

Safety and Storage

(S)-(+)-Propylene Oxide is highly flammable and requires careful handling to avoid fire hazards. It should be stored in a cool, dry, well-ventilated area away from ignition sources. Containers must be tightly sealed to prevent evaporation and exposure to moisture. Personal protective equipment (PPE), including gloves, goggles, and respiratory protection, is recommended when handling this compound. In case of spills, absorb with inert material and dispose of according to local regulations. Proper ventilation is essential to minimize inhalation risks.

B2B Procurement Guide

When procuring (S)-(+)-Propylene Oxide, prioritize suppliers who provide detailed certificates of analysis (CoA) to verify purity and enantiomeric excess. Bulk purchasing can reduce costs, but ensure proper storage facilities are available to maintain product integrity. Evaluate suppliers based on their ability to meet regulatory requirements, such as REACH or FDA compliance, depending on the intended application. Consider logistical factors, such as shipping conditions and lead times, to ensure a reliable supply chain for industrial or research needs.

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