Description

(S)-(-)-2,2'-Bis(Diphenylphosphino)-1,1'-Binaphthyl CAS NO 76189-56-5 is a high-value, chiral bidentate phosphine ligand, commonly known as (S)-BINAP. This compound is essential for enabling highly enantioselective transformations in asymmetric catalysis, providing critical control over stereochemistry in the synthesis of complex molecules. It is a fundamental tool for research and development chemists and process engineers in the pharmaceutical, agrochemical, and fine chemical industries who require precise and efficient routes to single-enantiomer products.

Application

• Asymmetric Hydrogenation: A premier ligand for the enantioselective reduction of prochiral olefins, enamines, and ketones, pivotal in the manufacture of chiral active pharmaceutical ingredients (APIs) and intermediates.
• Asymmetric C-C Bond Formation: Catalyzes key reactions such as Heck couplings, Suzuki-Miyaura cross-couplings, and allylic alkylations with high stereoselectivity.
• Pharmaceutical Synthesis: Critical in the industrial-scale production of enantiomerically pure drugs, including antibiotics, anti-inflammatory agents, and cardiovascular therapies.
• Agrochemical Development: Used to synthesize chiral herbicides, fungicides, and pesticides where the biological activity is often specific to one enantiomer.
• Fine Chemical & Fragrance Manufacturing: Enables the production of high-value chiral flavor and fragrance compounds, as well as specialty materials.
• Academic & Industrial R&D: A standard reagent in method development and discovery chemistry for exploring new catalytic asymmetric processes.

Basic Information

Product Name	(S)-(-)-2,2'-Bis(Diphenylphosphino)-1,1'-Binaphthyl
CAS No.	76189-56-5
Molecular Formula	C44H32P2
Molecular Weight	622.67 g/mol
Synonyms	(S)-BINAP; (S)-(-)-BINAP; (S)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl; (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene; (S)-1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine); (11bS)-2,2'-Bis(diphenylphosphanyl)-1,1'-binaphthyl; (S)-(-)-1,1'-Binaphthyl-2,2'-diylbis(diphenylphosphine); (S)-2,2'-Bis(diphenylphosphanyl)-1,1'-binaphthyl
EINECS	Contact for details

Quality Control

Our (S)-BINAP is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high enantiomeric purity, which is critical for catalytic performance. We provide comprehensive Certificates of Analysis (COA) with each batch, detailing key parameters such as chiral purity (enantiomeric excess), chemical purity, and identity confirmation. Our quality systems are designed to support cGMP and ISO standards for customers in regulated industries.

Storage

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

Specification

Item	Specification
Appearance	Off-white to pale yellow crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Purity (HPLC)	≥ 99.0% ee
Melting Point	241 - 246 °C
Specific Rotation ([α]D20)	-209° to -215° (c = 1 in THF)
Residue on Ignition	≤ 0.1%

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