Description

(1R,4R)-2,5-Diphenylbicyclo[2.2.2]octa-2,5-diene is a chiral, rigid bicyclic diene compound of significant interest in advanced organic synthesis and materials science. Its unique three-dimensional structure and defined stereochemistry make it a valuable building block for creating complex molecular architectures, particularly in asymmetric catalysis and ligand design. This high-purity intermediate is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and specialty chemical industries developing novel active ingredients and functional materials.

Application

• Chiral Ligand Precursor: Serves as a key starting material for synthesizing novel, sterically demanding phosphine and N-heterocyclic carbene (NHC) ligands used in asymmetric hydrogenation and cross-coupling reactions.
• Pharmaceutical Intermediate: Utilized in the research and development of chiral active pharmaceutical ingredients (APIs) where its rigid, three-dimensional scaffold can impart specific biological activity and metabolic stability.
• Organometallic Catalyst Synthesis: Acts as a backbone for constructing sophisticated organometallic complexes with applications in polymerization and fine chemical synthesis.
• Advanced Material Research: Employed in the development of organic electronic materials, such as OLEDs and conductive polymers, where its conjugated diene system and defined geometry are advantageous.
• Agrochemical Development: Used as an intermediate in creating novel, stereochemically pure crop protection agents with enhanced efficacy and environmental profiles.
• Academic & R&D: A valuable tool for synthetic organic chemists in universities and corporate R&D labs exploring new reaction methodologies and molecular design.

Basic Information

Product Name	(1R,4R)-2,5-Diphenylbicyclo[2.2.2]octa-2,5-diene
CAS No.	796966-15-9
Molecular Formula	C22H20
Molecular Weight	284.40 g/mol
Synonyms	(1R,4R)-2,5-Diphenylbicyclo[2.2.2]octa-2,5-diene; (1R,4R)-2,5-Diphenyl-2,5-dihydro-1,4:5,8-diepoxybiphenylene; (1R,4R)-2,5-Diphenyl-2,5-dihydro-1,4:5,8-diepoxynaphthalene; (1R,4R)-Bicyclo[2.2.2]octa-2,5-diene-2,5-diphenyl; (R,R)-2,5-Diphenylbicyclo[2.2.2]octa-2,5-diene; Chiral DPO (Diphenylbicyclooctadiene); (1R,4R)-DPO; (R,R)-DPO
EINECS	Contact for details

Quality Control

Our (1R,4R)-2,5-Diphenylbicyclo[2.2.2]octa-2,5-diene is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral HPLC for enantiomeric purity and standard spectroscopic methods for identity confirmation, to ensure it meets the high standards required for research and process chemistry. Certificates of Analysis (COA) detailing purity, chiral excess, and impurity profiles are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at a controlled room temperature (15-25°C) to prevent oxidation and degradation. Keep the container in a dry, cool, and well-ventilated area away from incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% e.e.
Melting Point	Contact for details
Heavy Metals	< 20 ppm
Residual Solvents (GC)	Complies with ICH guidelines

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