Description

Racemic-8,8'-Bis(Diphenylphosphino)-3,3',4,4'-Tetrahydro-4,4,4',4',6,6'-Hexamethyl-2,2'-Spirobi[2H-1-Benzopyran] is a sophisticated chiral ligand belonging to the spirobiindane-based phosphine class, known for its unique steric and electronic properties. This compound matters for its exceptional ability to induce enantioselectivity in transition metal-catalyzed reactions, a critical factor in synthesizing high-value, optically pure intermediates. It is primarily needed by research institutions and pharmaceutical manufacturers developing novel active pharmaceutical ingredients (APIs), agrochemicals, and specialty fine chemicals where precise stereochemical control is paramount.

Application

• Asymmetric Hydrogenation: A key ligand for the enantioselective reduction of prochiral olefins, ketones, and imines to produce chiral alcohols and amines.
• Cross-Coupling Catalysis: Employed in asymmetric Suzuki-Miyaura, Heck, and other C-C bond-forming reactions to construct complex chiral molecular architectures.
• Pharmaceutical Intermediate Synthesis: Critical for the production of single-enantiomer drug candidates in medicinal chemistry and process development.
• Agrochemical Research: Used in the synthesis of chiral herbicides, fungicides, and plant growth regulators with enhanced biological activity.
• Material Science Precursors: Facilitates the creation of chiral polymers or metal-organic frameworks (MOFs) with specialized optical properties.
• Academic & Industrial R&D: A valuable tool for methodology development in organic synthesis and catalysis research laboratories worldwide.

Basic Information

Item	Detail
Product Name	Racemic-8,8'-Bis(Diphenylphosphino)-3,3',4,4'-Tetrahydro-4,4,4',4',6,6'-Hexamethyl-2,2'-Spirobi[2H-1-Benzopyran]
CAS No.	556797-94-5
Molecular Formula	C55H52O2P2
Molecular Weight	814.94 g/mol
Synonyms	rac-MeO-BIPHEP-Spiro; (±)-8,8'-Bis(diphenylphosphino)-3,3',4,4'-tetrahydro-4,4,4',4',6,6'-hexamethyl-2,2'-spirobi[2H-1-benzopyran]; Spiro-MeO-BIPHEP; Racemic SpiroBIPHEP Ligand; 2,2'-Spirobi[2H-1-benzopyran]-8,8'-diylbis(diphenylphosphine) derivative; CAS 556797-94-5
EINECS	Contact for details

Quality Control

Our production of this high-value chiral ligand adheres to strict quality management protocols. Every batch undergoes comprehensive analytical characterization, including HPLC for chiral purity and assay, NMR (1H, 31P, 13C) for structural confirmation, and elemental analysis. A detailed Certificate of Analysis (COA) documenting identity, purity, and specific properties is provided with each shipment to ensure traceability and support your regulatory and R&D requirements.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C to maintain stability and prevent oxidation. Allow the container to reach room temperature in a dry environment before opening to minimize moisture ingress.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (HPLC)	Racemic mixture (50:50 enantiomer ratio)
Loss on Drying	≤ 0.5%
Residue on Ignition	≤ 0.1%

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