Description

(R)-(+)-2,2'-Bis(Diphenylphosphino)-1,1'-Binaphthyl CAS NO 76189-55-4 is a high-value, enantiomerically pure chiral ligand widely recognized by its common abbreviation, (R)-BINAP. This compound is essential for enabling highly selective asymmetric catalytic transformations, a cornerstone of modern synthetic chemistry. It is a critical material for researchers and process chemists in the pharmaceutical, agrochemical, and fine chemical industries who require precise stereochemical control in the synthesis of active ingredients and advanced intermediates.

Application

The primary utility of (R)-BINAP lies in its role as a privileged chiral ligand for transition metal catalysts, enabling a wide range of asymmetric reactions.

• Asymmetric Hydrogenation: Its most prominent application is in the enantioselective hydrogenation of prochiral olefins, ketones, and imines for the production of chiral alcohols, amines, and acids.
• Pharmaceutical Intermediate Synthesis: Critical for the commercial-scale manufacture of single-enantiomer active pharmaceutical ingredients (APIs), including antibiotics, antihypertensives, and anti-inflammatory drugs.
• Asymmetric C-C Bond Formation: Employed in cross-coupling and allylic substitution reactions to construct complex chiral molecular architectures with high enantiomeric excess.
• Agrochemical Production: Used in the synthesis of enantiomerically pure herbicides, fungicides, and plant growth regulators.
• Fine Chemical and Fragrance Synthesis: Applied in the preparation of high-value chiral flavor and fragrance compounds.
• Academic and Process R&D: A fundamental tool in research laboratories for developing new catalytic methodologies and optimizing synthetic routes.

Basic Information

Item	Details
Product Name	(R)-(+)-2,2'-Bis(Diphenylphosphino)-1,1'-Binaphthyl
CAS No.	76189-55-4
Molecular Formula	C44H32P2
Molecular Weight	622.68 g/mol
Synonyms	(R)-BINAP; (R)-(+)-BINAP; (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl; (R)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl; (R)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (common misassignment, correct for opposite rotation); (R)-1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine); BINAP, (R)-(+)-; (R)-2,2'-Bis(diphenylphosphanyl)-1,1'-binaphthyl
EINECS	Contact for details

Quality Control

Our (R)-BINAP is manufactured under strict quality protocols to ensure batch-to-batch consistency and high enantiomeric purity, which is critical for catalytic performance. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and optical rotation measurement. A comprehensive Certificate of Analysis (COA) detailing purity, enantiomeric excess (ee), and identity is provided with every shipment to support your quality and regulatory requirements.

Storage

Preserve in a tightly closed container, protected from light. For long-term storage, keep under an inert atmosphere (argon or nitrogen) in a cool, dry place at 2-8°C. This compound is easily oxidized and moisture-sensitive; minimize exposure to air during handling.

Specification

Item	Specification
Appearance	Yellow to orange crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (HPLC)	≥ 99.0% ee
Specific Rotation ([α]D20)	+240° to +255° (c = 1 in THF)
Loss on Drying	≤ 0.5%

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