(4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1-oxa-3-aza-2-silacyclopentane
(4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1-oxa-3-aza-2-silacyclopentane (CAS 680592-40-9) is a chiral organosilicon compound with a molecular weight of 303.86 g/mol. It functions as a valuable reagent in asymmetric synthesis, particularly in catalysing stereoselective chemical transformations such as Friedel-Crafts alkylations and cycloaddition reactions involving acylhydrazones and alkenes. This compound is supplied by TSS with an assay of 97%.
- IUPAC
- (1S,2S)-pseudoephedrine phenylchlorosilane,(4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1,3,2-oxazasilolidine
- Synonyms
- 680592-40-9(1S,2S)-pseudoephedrine phenylchlorosilane(4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1,3,2-oxazasilolidine5-diphenyl-1-oxa-3-aza-2-silacyclopentane
Leighton’s Strained Silacycles for Asymmetric Synthesis
This compound is a key component of Leighton's strained silacycles, recognised as powerful enantioselective allylation reagents. Its specific stereochemistry enables precise control in asymmetric synthesis applications.
Friedel-Crafts Alkylation Catalysis
It facilitates Friedel-Crafts alkylation reactions, particularly when employed with acylhydrazones. This application allows for the stereoselective introduction of alkyl groups onto aromatic systems.
Acylhydrazone-Alkene Cycloaddition Reactions
The reagent is effectively used in [3+2] cycloaddition reactions between acylhydrazones and alkenes. This process is crucial for constructing complex cyclic structures with defined stereochemistry.
| Molecular weight | 303.86 |
|---|---|
| Empirical formula | C16H18ClNOSi |
| Assay | 97% |
| Density | 1.146 g/mL at 25 °C |
| Application | Leighton’s Strained Silacycles: Powerful Enantioselective Allylation Reagents• Friedel-Crafts Alkylation with Acylhydrazones1• Acylhydrazone-Alkene [3+2] Cycloaddition Reactions2 |
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
| Flash point | >110 °C / >230 °F |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36/37/39 |
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 (4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1-oxa-3-aza-2-silacyclopentane used for?
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This compound is primarily used as a chiral reagent in asymmetric synthesis, specifically for enantioselective allylation, Friedel-Crafts alkylation with acylhydrazones, and acylhydrazone-alkene [3+2] cycloaddition reactions.
What are the CAS number and molecular formula for this chemical?
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The CAS number is 680592-40-9. The empirical formula (Hill notation) is C16H18ClNOSi, and its molecular weight is 303.86 g/mol.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with a purity of 97% (assay). We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
What are the main safety hazards associated with this compound?
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This compound is classified with GHS07 and carries a Warning signal word. It is hazardous, causing skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335).
How is this chemical supplied and exported?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. This compound is carefully packaged to ensure safe transport and is available for international export.
How can I request a sample or obtain a quote?
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To request a sample or obtain a quotation, please contact our sales team through the website or call our direct line. We are happy to assist with your specific requirements.
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