Overview
R-(-)-Epichlorohydrin is the (R)-enantiomer of epichlorohydrin, a versatile epoxide compound. Its chirality makes it valuable for producing optically active compounds in pharmaceuticals and agrochemicals. Unlike the racemic mixture, this enantiomer is specifically employed in asymmetric synthesis where stereochemical control is critical. Industrial production typically involves chiral resolution or enantioselective synthesis from precursor materials.
Physical and Chemical Properties
This liquid exhibits typical epoxide reactivity, readily undergoing ring-opening reactions with nucleophiles like amines, alcohols, and acids. Its optical rotation is approximately -30° (neat). The compound's volatility (vapor pressure: 16 mmHg at 20°C) and moderate water solubility (6.6 g/100 mL) influence handling procedures. It polymerizes exothermically when exposed to strong acids or bases, requiring stabilizers for long-term storage.
Main Applications
In pharmaceutical manufacturing, R-(-)-epichlorohydrin serves as a key chiral building block for beta-blockers, antifungal agents, and other active ingredients requiring (R)-configuration. The chemical is also used to synthesize chiral epoxy resins with specialized mechanical properties for aerospace composites. Additionally, it finds niche applications in liquid crystal production and as a crosslinking agent for polysaccharides in biotech.
Safety and Storage
As a Category 2 carcinogen (EU classification), this compound requires strict exposure controls. Storage vessels should be nitrogen-purged and equipped with desiccants to prevent moisture absorption. Emergency measures include alkaline hydrolysis for spill neutralization. Transportation requires UN2023 (Epichlorohydrin) labeling with "Toxic" and "Flammable" hazard diamonds, though specific isomer information should be clearly stated on SDS documentation.
B2B Procurement Guide
Bulk purchases typically require 4-8 week lead times due to specialized production. Reputable suppliers provide chiral HPLC analysis certificates with each batch. Technical specifications should explicitly state: enantiomeric excess (≥98% recommended), residual solvent levels (especially from resolution processes), and stabilizer content. Consider multi-supplier strategies due to limited global production capacity.
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