(−)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]benzene
(−)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]benzene (CAS: 136705-64-1) is a sophisticated organophosphorus compound with the molecular formula C22H36P2 and a molecular weight of 362.47 g/mol. As a member of the DuPhos/BPE class of privileged ligands, it is highly valued in asymmetric synthesis for its exceptional efficiency in catalysing stereoselective reactions. Its precise chiral structure makes it an indispensable tool for the synthesis of enantiomerically pure compounds.
- IUPAC
- (2R,2′R,5R,5′R)-2,2′-5,5′-Tetraethyl-1,1′-(o-phenylene)diphospholane,(R,R)-Ethyl-DUPHOS
- Synonyms
- C22H36P2(R,R)-Ethyl-DUPHOS(2R,2′R,5R,5′R)-2,2′-5,5′-Tetraethyl-1,1′-(o-phenylene)diphospholane
![(−)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]benzene (5R)-2) — chemical structure, CAS 136705-64-1; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F136705-64-1.png&w=3840&q=75)
Asymmetric Catalysis
This phospholane ligand is widely employed in asymmetric catalysis, enabling the highly enantioselective synthesis of chiral molecules. It is particularly effective in transition metal-catalysed reactions, facilitating the creation of desired stereoisomers with high fidelity.
Chiral Ligand in Synthesis
As a key component in chiral catalytic systems, it plays a critical role in stereoselective transformations essential for the pharmaceutical and fine chemical industries. Its bidentate phospholane structure offers excellent control over reaction stereochemistry.
Privileged Ligand for Organic Synthesis
Belonging to the esteemed DuPhos/BPE family, this compound functions as a privileged ligand, demonstrating broad applicability and high performance across various organic synthesis reactions requiring precise stereochemical outcomes.
| Molecular weight | 362.47 |
|---|---|
| Empirical formula | C22H36P2 |
| Density | 1.01 g/mL at 25 °C |
| Refractive index | n20/D 1.6 |
| Application | DuPhos and BPE Ligands: Highly Efficient Privileged Ligands |
Hazard statements
- H413May cause long-lasting harmful effects to aquatic life
| Protective equipment | Eyeshields, Gloves |
|---|---|
| Flash point | >110 °C / >230 °F |
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (–)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]benzene primarily used for?
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This compound is primarily used as a chiral ligand in asymmetric catalysis for highly enantioselective synthesis reactions.
What is the CAS number and molecular formula for this product?
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The CAS number is 136705-64-1, and the molecular formula is C22H36P2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical for research and synthesis purposes. The specific grade and purity are detailed in the product specifications. We do not represent this product as meeting USP, BP, or EP pharmacopoeial standards.
What are the main safety considerations when handling this chemical?
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This chemical may cause long lasting harmful effects to aquatic life (H413). Recommended personal protective equipment includes eyeshields and gloves. Please consult the Safety Data Sheet (SDS) for comprehensive handling and safety information.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions specialises in the global supply and export of fine chemicals, ensuring appropriate packaging and adherence to international shipping regulations for safe and compliant transit.
How can I request a sample or obtain a quote for this product?
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To request a sample or obtain a quote, please contact our sales team through the TSS website, providing the product name and CAS number (136705-64-1).
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