1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate
1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate (CAS: 142184-30-3) is a rhodium(I) complex widely recognised for its efficacy as a chiral catalyst. With a molecular weight of 722.62 g/mol and empirical formula C31H48F3O3P2RhS, it is instrumental in asymmetric synthesis. This compound plays a key role in stereoselective hydrogenations and other critical transformations in organic chemistry, enabling the synthesis of complex chiral molecules.
- IUPAC
- (S,S)-Et-DUPHOS-Rh
- Synonyms
- 5S)-2, 5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate, (S,S)-Et-DUPHOS-Rh, 142184-30-3
![1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate (5S)-2) — chemical structure, CAS 142184-30-3; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F142184-30-3.png&w=3840&q=75)
Stereoselective Hydrogenation
This rhodium complex is highly effective in the stereoselective hydrogenation of dehydroamino acid esters and macrocyclic peptideomimetics, crucial for synthesising chiral building blocks.
Oxidation Catalysis
It serves as a catalyst in the oxidation of the delta-position via ruthenium catalysis, a transformation valuable in advanced organic synthesis.
Complex Molecule Synthesis
The compound is employed in the synthesis of intricate natural products and pharmaceutical intermediates, including cyclopeptide alkaloid mucronine E, fluoro-containing amino acids, and labelled protease inhibitors.
Chiral Ligand Applications
As a component of DuPhos/BPE ligand systems, it exemplifies privileged ligands and complexes used in asymmetric catalysis for producing enantiomerically enriched compounds.
| Molecular weight | 722.62 |
|---|---|
| Empirical formula | C31H48F3O3P2RhS |
| Application | DuPhos and BPE Ligands: Highly Efficient Privileged LigandsCatalyst involved in:• Oxidation of the δ-position via ruthenium catalysis1• Stereoselective hydrogenation reactions of dehydroamino acid esters2 and macrocyclic peptideomimetics3• Synthesis of cyclopeptide alkaloid mucronine E4, fluoro-containing amino acids5, and labeled protease inhibitors6 |
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 |
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[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate used for?
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This rhodium complex is primarily used as a chiral catalyst in asymmetric synthesis, notably for stereoselective hydrogenation reactions and oxidation processes, and in the synthesis of complex organic molecules.
What are the CAS number and formula for this rhodium complex?
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The CAS number is 142184-30-3, and the empirical formula is C31H48F3O3P2RhS.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical for research and development purposes. Specific purity and assay details are available on the Certificate of Analysis. We do not represent this product as USP, BP, or EP grade.
What are the main safety hazards associated with this compound?
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This compound is a Warning substance, identified by GHS07. It causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (type N95), eyeshields, and gloves, should be used when handling.
Does TSS export this chemical?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including this rhodium complex, and can facilitate international shipments.
How can I request a sample or quote?
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To request a sample or a quote for 1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate, please contact our sales team through the website or by phone.
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