Description

(S)-(+)-2,2'-Bis(Diphenylphosphino)-1,1'-Binaphthyl CAS NO 76189-56-4 is a high-value, enantiomerically pure chiral ligand widely recognized as (S)-BINAP. This compound is essential for enabling highly selective and efficient asymmetric catalytic transformations, particularly in the synthesis of complex pharmaceutical intermediates and fine chemicals. It is a critical tool for research and production chemists in the pharmaceutical, agrochemical, and advanced materials sectors who require precise stereochemical control.

Application

• Asymmetric Hydrogenation: A premier ligand for the enantioselective hydrogenation of dehydroamino acids, enamides, ketones, and imines, a key step in producing chiral active pharmaceutical ingredients (APIs).
• Pharmaceutical Intermediate Synthesis: Used in the catalytic synthesis of chiral compounds for cardiovascular, anti-infective, and central nervous system drugs.
• Asymmetric C-C Bond Formation: Facilitates critical reactions like Heck couplings, Suzuki-Miyaura cross-couplings, and allylic alkylations with high enantiomeric excess.
• Agrochemical Production: Employed in the manufacture of enantiomerically pure herbicides, fungicides, and plant growth regulators.
• Fine Chemical and Fragrance Synthesis: Enables the production of high-value chiral flavors, fragrances, and specialty chemicals.
• Academic and Industrial R&D: A standard reagent in method development and discovery chemistry for exploring new asymmetric catalytic processes.
• Catalyst Preparation: Serves as a precursor for synthesizing well-defined transition metal complexes (e.g., with Ru, Rh, Pd) used in homogeneous catalysis.

Basic Information

Product Name	(S)-(+)-2,2'-Bis(Diphenylphosphino)-1,1'-Binaphthyl
CAS No.	76189-56-4
Molecular Formula	C44H32P2
Molecular Weight	622.68 g/mol
Synonyms	(S)-BINAP; (S)-(+)-BINAP; (S)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl; (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (common mislabeling); (S)-1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine); (S)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl; (11bS)-4,4'-Bi-1,3-benzodioxolo[5,6-a:5',6'-c]diphosphinine? 4,4',6,6'-tetraphenyl- (related IUPAC); (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (enantiomer)
EINECS	Contact for details

Quality Control

Our (S)-BINAP is manufactured under strict quality protocols to ensure batch-to-batch consistency and high enantiomeric purity, critical for reproducible catalytic performance. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and specific rotation measurement. A comprehensive Certificate of Analysis (COA) detailing purity, chiral purity (ee), and identity is provided with every shipment, supporting compliance in cGMP and ISO 9001 environments.

Storage

Preserve in a tightly closed container, protected from light. For long-term stability, store under an inert atmosphere (argon or nitrogen) at 2-8°C. This product is easily oxidized (store under inert atmosphere) and is light-sensitive (store away from light). Allow the sealed container to reach ambient temperature before opening to minimize moisture condensation.

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 Rotation [α]D20	+240° to +245° (c = 1 in THF)
Melting Point	241 - 245 °C
Heavy Metals	< 20 ppm

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