(8S,9R)-(−)-N-Benzylcinchonidinium chloride
(8S,9R)-(−)-N-Benzylcinchonidinium chloride (CAS 69257-04-1) is a chiral quaternary ammonium salt with a molecular weight of 420.97 g/mol. This compound is primarily utilised as a chiral catalyst in asymmetric synthesis, facilitating the stereoselective formation of desired enantiomers. Its structure derives from cinchonidine, a cinchona alkaloid, making it valuable for various chemical transformations requiring high stereochemical control.
- IUPAC
- N-Benzylcinchonidinium chloride,BCDC
- Synonyms
- N-Benzylcinchonidinium chloride,BCDC
Chiral Phase-Transfer Catalyst
This compound serves as an effective chiral phase-transfer catalyst in asymmetric reactions. It enables the enantioselective synthesis of various organic molecules by mediating reactions between immiscible phases.
Asymmetric Synthesis
It is employed in asymmetric synthesis to control the stereochemical outcome of reactions, leading to the preferential formation of one enantiomer over another. This is crucial in the synthesis of enantiomerically pure pharmaceuticals and fine chemicals.
Ligand in Organometallic Chemistry
While primarily known as a phase-transfer catalyst, related cinchona alkaloid derivatives can act as chiral ligands in organometallic catalysis, influencing the selectivity of metal-catalyzed transformations.
| Molecular weight | 420.97 |
|---|---|
| Empirical formula | C26H29ClN2O |
| Assay | 98% |
| Optical activity | [α]20/D −180°, c = 1.3 in H2O |
| Melting point | 210 °C (dec.)(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 |
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 (8S,9R)-(−)-N-Benzylcinchonidinium chloride used for?
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It is primarily used as a chiral phase-transfer catalyst in asymmetric synthesis to control the stereochemical outcome of reactions and produce enantiomerically enriched products.
What are the CAS number and chemical formula for (8S,9R)-(−)-N-Benzylcinchonidinium chloride?
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The CAS number is 69257-04-1. The empirical formula is C26H29ClN2O.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound with a minimum purity of 98%. It is suitable for research and chemical synthesis applications. It is not supplied as USP, BP, or EP grade.
What are the main hazards associated with this chemical?
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This compound is a warning irritant, causing skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including eyeshields, gloves, and a dust mask (N95), should be worn when handling.
How is this chemical typically packed and exported?
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This chemical is carefully packed to ensure safe transit and is available for global export by Tech Serve Solutions.
How can I request a sample or quote for (8S,9R)-(−)-N-Benzylcinchonidinium chloride?
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Please contact our sales team through our website or by phone to request a sample or a quotation for this product.
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