(S)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane
(S)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane (CAS: 325168-88-5) is a chiral phosphine ligand with the molecular formula C48H50P2 and a molecular weight of 688.86 g/mol. This compound serves as an efficient ligand in asymmetric synthesis, particularly for the enantioselective hydrogenation of various substrates. Its structure makes it valuable in catalysis for producing chiral molecules.
- IUPAC
- (S)-xylyl-PHANEPHos,(S)-5,11-Bis(3,5-xylylphosphino)tricyclo[8.2.24,7]hexadeca-hexaene
- Synonyms
- 325168-88-5, C48H50P2, (S)-xylyl-PHANEPHos, (S)-5,11-Bis(3,5-xylylphosphino)tricyclo[8.2.24,7]hexadeca-hexaene
![(S)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane (C48H50P2) — chemical structure, CAS 325168-88-5; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F325168-88-5.png&w=3840&q=75)
Asymmetric Hydrogenation of Dehydroamino Acids
This ligand is highly effective in the asymmetric hydrogenation of dehydroamino acids, enabling the synthesis of valuable chiral amino acid derivatives with high enantioselectivity. It plays a crucial role in stereoselective catalysis.
Asymmetric Hydrogenation of Ketones
It is employed as a ligand in catalytic systems for the enantioselective hydrogenation of ketones, facilitating the production of chiral alcohols. This application is vital in the synthesis of complex organic molecules.
Asymmetric Hydrogenation of Methyl Esters
The ligand demonstrates efficacy in the asymmetric hydrogenation of methyl esters, contributing to the stereocontrolled synthesis of chiral compounds. This broadens its utility in fine chemical and pharmaceutical intermediate production.
| Molecular weight | 688.86 |
|---|---|
| Empirical formula | C48H50P2 |
| Assay | 97% |
| Optical activity | [α]/D +61.0°, c = 0.1 in ethanol |
| Application | Efficient ligand for asymmetric hydrogenation of dehydroamino acids, methyl esters and ketones.1,2 |
| Melting point | 234-238 °C |

Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
Precautionary statements
- 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) | 36/38 |
| Safety statements (S) | 26 |
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)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane used for?
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(S)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane is primarily used as an efficient chiral ligand in asymmetric hydrogenation reactions, particularly for dehydroamino acids, methyl esters, and ketones. It is valuable in asymmetric synthesis and catalysis.
What is the CAS number and formula for this compound?
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The CAS number is 325168-88-5, and the empirical formula is C48H50P2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound with an assay of 97%. It is supplied as a research-grade chemical and is not represented as USP, BP, or EP.
How should (S)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane be handled?
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According to GHS classification, this compound is a Warning substance, causing skin and serious eye irritation (H315, H319). Handle with appropriate personal protective equipment, including a dust mask (N95 type), eyeshields, and gloves. Ensure good ventilation and avoid dust formation. Refer to the safety data sheet for full handling instructions.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions reliably packs, ships, and exports fine chemicals globally, adhering to all necessary regulations for safe and secure transport.
How can I request a sample or quote?
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To request a sample or a quote for (S)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane, please contact our sales team through the website or by phone.
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