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(R)-(-)-1,1'-Binaphthyl-2,2'-Dioxychlorophosphine CAS NO 137156-22-0


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CAS No.:137156-22-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

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, pilot plants, and production facilities in the pharmaceutical, agrochemical, and fine chemical industries that require reliable, high-performance chiral auxiliaries.

Application

  • Asymmetric Catalysis: As a key ligand for transition metal catalysts (e.g., Rh, Pd, Ru) in enantioselective hydrogenation, hydroformylation, and cross-coupling reactions.
  • Pharmaceutical Intermediate Synthesis: For the chiral resolution and asymmetric synthesis of active pharmaceutical ingredients (APIs) and complex drug candidates.
  • Agrochemical Production: In the manufacture of enantiomerically pure herbicides, fungicides, and plant growth regulators.
  • Fine Chemical Synthesis: Enabling asymmetric transformations in the production of flavors, fragrances, and advanced materials.
  • Academic & Industrial R&D: Serving as a fundamental tool for methodological development in organic and organometallic chemistry.
  • Ligand Library Development: As a benchmark or component in high-throughput screening for new catalytic systems.

Basic Information

Product Name (R)-(-)-1,1'-Binaphthyl-2,2'-Dioxychlorophosphine
CAS No. 137156-22-0
Molecular Formula C₂₀H₁₂ClO₂P
Molecular Weight 350.73 g/mol
Synonyms (R)-(-)-BINOL Chlorophosphite; (R)-2,2'-Bis(chlorophosphito)-1,1'-binaphthyl; (R)-BINOL Phosphorochloridite; (R)-1,1'-Bi-2-naphthol Chlorophosphite; (R)-BINAPO Precursor; (R)-2,2'-Dihydroxy-1,1'-binaphthyl Chlorophosphite; (R)-BINOL-Derived Phosphorochloridite
EINECS Contact for details

Quality Control

Our (R)-(-)-1,1'-Binaphthyl-2,2'-Dioxychlorophosphine is manufactured under strict quality management systems to ensure batch-to-batch consistency and high chemical purity. Each lot undergoes comprehensive analytical characterization, including chiral purity analysis, to meet the stringent requirements of advanced synthetic applications. Certificates of Analysis (COA) detailing identity, purity, and enantiomeric excess are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (argon or nitrogen) to maintain stability and prevent decomposition. Keep away from heat, sparks, and open flame.

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%
Melting Point Contact for details
Water Content (KF) ≤ 0.5%

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

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