Description

(R)-2,2'-Binaphthyl-14-Crown-4 is a chiral crown ether derivative, specifically an enantiomerically pure (R)-configured ligand. This compound is highly valued for its ability to form selective complexes with alkali metal cations, particularly lithium ions, due to its pre-organized binaphthyl backbone and crown ether cavity. It is a critical chiral selector and phase-transfer catalyst in advanced organic synthesis, asymmetric catalysis, and enantiomeric separation processes for the pharmaceutical and fine chemical industries.

Application

• Asymmetric Synthesis: As a chiral phase-transfer catalyst (PTC) for enantioselective alkylation, Michael addition, and other C-C bond-forming reactions.
• Chiral Recognition & Separation: As a chiral selector in High-Performance Liquid Chromatography (HPLC) and Capillary Electrophoresis (CE) columns for the resolution of racemic mixtures of amines, amino acids, and other pharmaceutically relevant compounds.
• Lithium Ion Extraction & Sensing: Utilized in the development of selective lithium ionophores for chemical sensors, electrode membranes, and extraction processes due to its high affinity for Li⁺.
• Material Science & Polymerization: As a chiral template or additive in the synthesis of optically active polymers and advanced functional materials.
• Academic & Industrial Research: A key reagent for methodological development in organic chemistry and catalysis research.

Basic Information

Product Name	(R)-2,2'-Binaphthyl-14-Crown-4
CAS No.	128778-82-5
Molecular Formula	C₃₂H₂₈O₄
Molecular Weight	476.56 g/mol
Synonyms	(R)-(+)-2,2'-Binaphthyl-14-Crown-4; (R)-1,1'-Binaphthalene-2,2'-diyl 14-crown-4; (R)-BNC-14-Crown-4; (R)-Binaphtho-14-Crown-4; (R)-1,1'-Binaphthyl-14-Crown-4 Ether; (R)-BN-14-C-4; (R)-14-Crown-4 Binaphthyl Derivative; (R)-Chiral Crown Ether 14-C-4
EINECS	Contact for details

Quality Control

Our (R)-2,2'-Binaphthyl-14-Crown-4 is manufactured under strict quality control protocols to ensure high enantiomeric purity and chemical integrity, critical for sensitive catalytic and analytical applications. Each batch is characterized by advanced analytical techniques including HPLC, NMR, and optical rotation measurement. A comprehensive Certificate of Analysis (COA) detailing purity, enantiomeric excess (ee), and identity is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive); therefore, the container must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (ee)	≥ 99.0%
Specific Optical Rotation [α]	Contact for details
Loss on Drying	≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.