Description

(R)-(-)-1,1'-Binaphthyl-2,2'-Dioxychlorophosphine is a high-purity, chiral organophosphorus compound widely used as a versatile ligand and catalyst precursor in asymmetric synthesis. Its value lies in its ability to induce high enantioselectivity in critical carbon-carbon and carbon-heteroatom bond-forming reactions, enabling the production of single-enantiomer intermediates. This product is essential for research and development laboratories and production facilities in the pharmaceutical, agrochemical, and advanced materials sectors, where precise stereochemical control is paramount. The compound is identified by CAS number 155613-52-8.

Application

• Asymmetric Catalysis: As a key ligand for transition metals (e.g., Rh, Pd, Ru) in enantioselective hydrogenation, hydroformylation, and cross-coupling reactions.
• Pharmaceutical Intermediates: Synthesis of chiral active pharmaceutical ingredients (APIs) and complex natural products requiring high optical purity.
• Agrochemical Synthesis: Production of enantiomerically pure herbicides, fungicides, and plant growth regulators.
• Material Science: Building block for chiral polymers, ligands, and molecular devices with specific optical properties.
• Academic & Industrial R&D: A fundamental tool for methodological development in organic and organometallic chemistry.
• Chiral Auxiliary: Used in stoichiometric or catalytic amounts to control stereochemistry in complex multi-step syntheses.

Basic Information

Product Name	(R)-(-)-1,1'-Binaphthyl-2,2'-Dioxychlorophosphine
CAS No.	155613-52-8
Molecular Formula	C20H12ClO2P
Molecular Weight	350.73 g/mol
Synonyms	(R)-BINOL Chlorophosphite; (R)-2,2'-Bis(chlorophosphinyloxy)-1,1'-binaphthyl; (R)-1,1'-Bi-2-naphthol Chlorophosphite; (R)-BINOL Phosphorochloridite; (R)-2,2'-Dihydroxy-1,1'-binaphthyl Chlorophosphite; (R)-BINAPO Precursor; (R)-BINOL-Derived Phosphite Ligand; (R)-(-)-BINOL Phosphorochloridite
EINECS	Contact for details

Quality Control

Our (R)-(-)-1,1'-Binaphthyl-2,2'-Dioxychlorophosphine is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high chemical purity suitable for sensitive asymmetric synthesis. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing key parameters such as chiral purity (enantiomeric excess), chemical assay, and impurity profile. We adhere to cGMP principles where applicable to support our clients in regulated industry segments.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (argon or nitrogen) in a cool, dry place at 2-8°C. This compound is hygroscopic (moisture-sensitive) and easily oxidized; prolonged exposure to air or moisture will lead to decomposition. Handle and open containers only in a controlled, dry environment.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Chlorine Content (Titration)	Conforms to theoretical
Solubility Test	Freely soluble in dry THF, toluene, dichloromethane

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