(2S,3S)-(−)-Bis(diphenylphosphino)butane
(2S,3S)-(−)-Bis(diphenylphosphino)butane (CAS 64896-28-2) is a chiral diphosphine ligand with a molecular weight of 426.47 g/mol. This compound is a key reagent in asymmetric synthesis, specifically utilized as a ligand in palladium-catalyzed carbon-carbon bond formation reactions. Its defined stereochemistry makes it invaluable for producing enantiomerically enriched products in various chemical syntheses. Supplied by Tech Serve Solutions for research and development purposes.
- IUPAC
- (2S,3S)-(−)-2,3-Bis(diphenylphosphino)butane,(S,S)-Chiraphos
- Synonyms
- [-CH(CH3)P(C6H5)2]2(S,S)-Chiraphos
![(2S,3S)-(−)-Bis(diphenylphosphino)butane ([-CH(CH3)P(C6H5)2]2) — chemical structure, CAS 64896-28-2; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F64896-28-2.png&w=3840&q=75)
Ligand in Palladium-Catalyzed Reactions
Serves as an essential chiral ligand in palladium-catalyzed cross-coupling reactions, facilitating the formation of carbon-carbon bonds with high stereoselectivity. This application is crucial in synthesizing complex organic molecules and pharmaceutical intermediates.
Asymmetric Synthesis
The inherent chirality of (2S,3S)-(−)-Bis(diphenylphosphino)butane allows for enantioselective synthesis, enabling the preparation of optically active compounds. It is a vital tool for chemists aiming to control stereochemistry in synthetic pathways.
Chiral Catalyst Component
Functions as a component in chiral catalyst systems, particularly with transition metals like palladium. Its specific stereochemical configuration influences the catalytic outcome, leading to enantiomeric excess in the products.
| Molecular weight | 426.47 |
|---|---|
| Linear formula | [-CH(CH3)P(C6H5)2]2 |
| Optical activity | [α]22/D −191°, c = 1.5 in chloroform |
| Application | Ligand for Pd-catalyzed carbon-carbon bond formation.1,2 |
| Melting point | 108-110 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
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 (2S,3S)-(−)-Bis(diphenylphosphino)butane used for?
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(2S,3S)-(−)-Bis(diphenylphosphino)butane is primarily used as a chiral ligand in palladium-catalyzed carbon-carbon bond formation reactions and in asymmetric synthesis to produce enantiomerically enriched compounds.
What is the CAS number and formula for (2S,3S)-(−)-Bis(diphenylphosphino)butane?
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The CAS number is 64896-28-2. The linear formula is [−CH(CH3)P(C6H5)2]2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical for research and development. The specific assay and grade are available on the product's Certificate of Analysis. We do not represent this product as USP, BP, or EP grade.
How should (2S,3S)-(−)-Bis(diphenylphosphino)butane be handled safely?
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Handle with appropriate personal protective equipment, including a dust mask (type N95 US recommended), eyeshields, and gloves. Ensure adequate ventilation. Avoid inhalation of dust and contact with skin and eyes, as it may cause skin irritation (H315), eye irritation (H319), and respiratory irritation (H335).
How is this chemical packed and shipped?
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This chemical is carefully packed to ensure safe transit and is exported globally by Tech Serve Solutions in compliance with all relevant shipping regulations.
How can I request a sample or quote for (2S,3S)-(−)-Bis(diphenylphosphino)butane?
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Please contact our sales team via the website or direct email to request a sample or a quotation for (2S,3S)-(−)-Bis(diphenylphosphino)butane.
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