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(S)-(-)-2,2'-Bis(Di-p-Tolylphosphino)-1,1'-Binaphthyl CAS NO 100165-88-6


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CAS No.:100165-88-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-(-)-2,2'-Bis(Di-p-Tolylphosphino)-1,1'-Binaphthyl is a high-value, chiral bidentate phosphine ligand, widely recognized as (S)-(-)-Tol-BINAP. This compound is essential for enabling highly enantioselective transformations in asymmetric synthesis, providing critical control over stereochemistry. It is a key reagent for research and production chemists in the pharmaceutical, agrochemical, and fine chemical industries who require precise chiral induction in catalytic processes like hydrogenation and cross-coupling reactions.

Application

  • Asymmetric Hydrogenation Catalysis: A premier ligand for the enantioselective hydrogenation of dehydroamino acids, enamides, ketones, and unsaturated carboxylic acids.
  • Pharmaceutical Intermediate Synthesis: Critical for the production of chiral active pharmaceutical ingredients (APIs), including antibiotics, cardiovascular drugs, and neurological agents.
  • Agrochemical Manufacturing: Used in the synthesis of enantiomerically pure herbicides, fungicides, and plant growth regulators.
  • Fine Chemical and Fragrance Production: Enables the creation of high-value chiral intermediates for flavors, fragrances, and specialty materials.
  • Cross-Coupling Reactions: Employed as a ligand in asymmetric Suzuki-Miyaura, Heck, and other C-C bond-forming reactions.
  • Academic and Industrial R&D: A standard tool in methodological development for new asymmetric catalytic processes.

Basic Information

Product Name (S)-(-)-2,2'-Bis(Di-p-Tolylphosphino)-1,1'-Binaphthyl
CAS No. 100165-88-6
Molecular Formula C48H40P2
Molecular Weight 678.78 g/mol
Synonyms (S)-(-)-Tol-BINAP; (S)-TolBINAP; (S)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl; (S)-(-)-2,2'-Bis(di-4-tolylphosphino)-1,1'-binaphthyl; (S)-4,4',5,5'-Tetramethyl-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; (S)-Bis(4-methylphenyl)[1,1'-binaphthalene]-2,2'-diylbisphosphane; Ligand (S)-Tol-BINAP
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Quality Control

Our (S)-(-)-Tol-BINAP is manufactured under strict quality control protocols to ensure high chemical and chiral purity, which is critical for reproducible catalytic performance. Each batch is characterized by advanced analytical techniques including HPLC, 31P NMR, and chiral analysis. Certificates of Analysis (COA) detailing purity, enantiomeric excess (ee), and full spectroscopic data are provided to guarantee compliance with rigorous R&D and cGMP standards for advanced synthetic applications.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (argon or nitrogen) at 2-8°C or as specified on the label or COA. This compound is easily oxidized and light-sensitive; prolonged exposure to air or light should be avoided to maintain efficacy.

Specification

Item Specification
Appearance Yellow to orange crystalline powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Enantiomeric Excess (ee) ≥ 99.0%
31P NMR Purity Conforms
Solubility Test Freely soluble in toluene, DCM, THF

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

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