(S)-DM-BINAP
(S)-DM-BINAP, identified by CAS number 135139-00-3 and molecular formula C52H48P2, is a sophisticated chiral phosphine ligand. Its structure, featuring a binaphthyl backbone with di(3,5-xylyl)phosphino substituents, makes it highly effective in asymmetric catalysis. This compound is primarily utilised in facilitating enantioselective transformations crucial for the synthesis of complex chiral molecules in pharmaceuticals and fine chemicals.
- IUPAC
- (S)-(−)-2,2′-Bis[bis(3,5-dimethylphenyl)phosphino]-1,1′-binaphthyl,(S)-(−)-2,2′-Bis[di(3,5-xylyl)phoshino]-1,1′-binaphthyl,(S)-3,5-Xylyl-BINAP
Asymmetric Hydrogenation
(S)-DM-BINAP is a key ligand in metal-catalysed asymmetric hydrogenation reactions. It enables the highly enantioselective reduction of various substrates, yielding valuable chiral products with excellent optical purity.
Asymmetric Isomerisation
This ligand is instrumental in asymmetric isomerisation processes, such as the Takasago process for menthol synthesis. It facilitates the enantioselective rearrangement of allylic amines to enamines, a critical step in the production of chiral building blocks.
Chiral Ligand for Catalysis
As a privileged chiral ligand, (S)-DM-BINAP forms highly active and selective catalysts with transition metals. It is widely employed in various enantioselective carbon-carbon and carbon-heteroatom bond-forming reactions.
| Molecular weight | 734.89 |
|---|---|
| Empirical formula | C52H48P2 |
| Optical activity | [α]/D -172°, 20, c = 1 in chloroform |
| Application | Takasago Ligands and Complexes for Asymmetric Reactions |
| Melting point | 189-193 °C |
| 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)-DM-BINAP primarily used for?
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(S)-DM-BINAP is primarily used as a chiral ligand in asymmetric catalysis, particularly for asymmetric hydrogenation and isomerisation reactions, to produce enantiomerically pure compounds.
What is the CAS number and molecular formula for (S)-DM-BINAP?
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The CAS number for (S)-DM-BINAP is 135139-00-3, and its molecular formula is C52H48P2.
What grade and purity does Tech Serve Solutions supply for (S)-DM-BINAP?
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Tech Serve Solutions supplies (S)-DM-BINAP typically for research and synthesis purposes. Purity and specific grades are available upon request, and it is not represented as USP, BP, or EP grade.
How should (S)-DM-BINAP be handled safely?
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Handle (S)-DM-BINAP with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or P1 (EN143) respirator filter should be used if dust exposure is possible. Refer to the Safety Data Sheet for comprehensive handling information.
Is (S)-DM-BINAP subject to any special shipping or export controls?
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While (S)-DM-BINAP is a chemical reagent, it is not typically listed as a controlled substance. However, standard export regulations for chemicals apply. Please contact us for specific shipping and export details.
How can I request a quote or sample for (S)-DM-BINAP?
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To request a quote or sample for (S)-DM-BINAP, please contact our sales team via the website or direct email, providing your specific requirements and shipping details.
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