(S)-(−)-5,5′-Dichloro-2,2′-bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl
(S)-(−)-5,5′-Dichloro-2,2′-bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl (CAS: 185913-98-8) is a chiral diphosphine ligand with the molecular formula C38H30Cl2O2P2 and a molecular weight of 651.50 g/mol. This compound is primarily utilised in asymmetric synthesis as a key component in chiral catalysis. Its specific structural features enable high enantioselectivity in various organic transformations, making it valuable for producing enantiomerically pure compounds.
- IUPAC
- (−)-(5,5′-Dichloro-6,6′-dimethoxy-1,1′-biphenyl)-2,2′-diyl-bis(diphenylphosphine),(−)-2,2′-Bis(diphenylphosphino)-5,5′-dichloro-6,6′-dimethoxy-1,1′-biphenyl,(S)-(−)-Cl-MeO-BIPHEP
- Synonyms
- (−)-2,2′-Bis(diphenylphosphino)-5,5′-dichloro-6,6′-dimethoxy-1,1′-biphenyl(S)-(−)-Cl-MeO-BIPHEP(−)-(5,5′-Dichloro-6,6′-dimethoxy-1,1′-biphenyl)-2,2′-diyl-bis(diphenylphosphine)
Asymmetric Catalysis
This chiral diphosphine ligand is extensively employed in homogeneous asymmetric catalysis. It forms highly effective chiral catalysts with transition metals, facilitating enantioselective reactions such as hydrogenation, allylic alkylation, and Heck reactions.
Synthesis of Pharmaceutical Intermediates
The ability to induce high enantioselectivity makes this ligand invaluable for the stereoselective synthesis of complex molecules, including active pharmaceutical ingredients (APIs) and their intermediates, where precise stereochemistry is critical.
Chiral Ligand Development
It serves as a foundational structure for the development of novel chiral ligands. Modifications to its biphenyl backbone or phosphine substituents can lead to fine-tuned catalytic properties for specific synthetic challenges.
| Molecular weight | 651.50 |
|---|---|
| Empirical formula | C38H30Cl2O2P2 |
| Assay | ≥97.0% (H-NMR) |
| Optical activity | [α]20/D −59.0±4°, c = 1% in chloroform |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| 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 (S)-(−)-5,5′-Dichloro-2,2′-bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl used for?
+
This compound is primarily used as a chiral ligand in asymmetric synthesis and catalysis, enabling the stereoselective production of enantiomerically enriched compounds, particularly in the development of pharmaceutical intermediates.
What is the CAS number and molecular formula for this compound?
+
The CAS number is 185913-98-8, and the molecular formula is C38H30Cl2O2P2.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies this compound with an assay of ≥97.0% (H-NMR). This product is supplied for research and development purposes and is not intended for pharmaceutical, food, or any other application requiring USP, BP, EP, or similar pharmacopoeia standards.
What are the safety and handling precautions for this chemical?
+
This compound requires careful handling. Appropriate personal protective equipment, including eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter, should be used to prevent exposure. It is classified under WGK Germany 3.
How is this chemical packed, shipped, and exported?
+
Tech Serve Solutions packages and exports fine chemicals adhering to international shipping regulations. Specific packaging details are available upon request and depend on order quantity and destination.
How can I request a sample or a quote for this product?
+
To request a sample or a quote, please contact our sales team via the website or by phone, providing the product name and CAS number (185913-98-8).
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis