(2R,5S)-5-Methyl-4,4-diphenyl-1,3,2-dioxathiolane
(2R,5S)-5-Methyl-4,4-diphenyl-1,3,2-dioxathiolane (CAS 126577-49-9) is a chiral organic compound with the molecular formula C15H14O3S and a molecular weight of 274.33 g/mol. This dioxathiolane derivative is primarily utilised in asymmetric synthesis as a precursor for the generation of chiral tert-butyl sulfoxides. Its specific stereochemistry makes it a valuable building block in complex organic synthesis requiring precise stereochemical control.
- IUPAC
- (S)-(−)-1,1-Diphenyl-1,2-propanediol cyclic sulfite
- Synonyms
- 3,2-dioxathiolane(S)-(−)-1,1-Diphenyl-1,2-propanediol cyclic sulfite
Chiral Sulfoxide Synthesis
This compound serves as a key intermediate in the synthesis of chiral tert-butyl sulfoxides. These sulfoxides are important auxiliaries and ligands in asymmetric synthesis, enabling the stereoselective formation of new carbon-carbon bonds.
Asymmetric Synthesis Building Block
As a chiral building block, (2R,5S)-5-Methyl-4,4-diphenyl-1,3,2-dioxathiolane facilitates the introduction of specific stereocentres into target molecules. Its defined configuration is crucial for stereocontrolled transformations in organic chemistry.
Organic Synthesis Reagent
Utilised in chemical synthesis, this dioxathiolane derivative contributes to the construction of complex organic molecules. Its applications span various research and development efforts within organic chemistry laboratories.
| Molecular weight | 274.33 |
|---|---|
| Empirical formula | C15H14O3S |
| Assay | 98% |
| Optical activity | [α]20/D −245°, c = 1 in chloroform |
| Storage temperature | 2-8°C |
| Application | Used to synthesize chiral t-butyl sulfoxides.1 |
| Melting point | 110-113 °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) | 26-37/39 |
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 (2R,5S)-5-Methyl-4,4-diphenyl-1,3,2-dioxathiolane used for?
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This compound is used to synthesise chiral tert-butyl sulfoxides, serving as a valuable building block in asymmetric synthesis for precise stereochemical control in organic chemistry.
What is the CAS number and molecular formula for (2R,5S)-5-Methyl-4,4-diphenyl-1,3,2-dioxathiolane?
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The CAS number is 126577-49-9 and the molecular formula is C15H14O3S.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with a purity of 98%. This is a technical/research grade, and TSS does not represent it as USP, BP, EP, or other pharmacopoeial standards.
How should (2R,5S)-5-Methyl-4,4-diphenyl-1,3,2-dioxathiolane be handled safely?
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The compound is classified as a GHS07 warning substance, with hazards including skin irritation (H315), serious eye irritation (H319), and respiratory tract irritation (H335). Recommended personal protective equipment includes a dust mask (N95), eyeshields, and gloves. Handle in a well-ventilated area.
Is this product available for export globally by TSS?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals.
How can I request a sample or a quote for this chemical?
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Please contact our sales team via the website or by phone to request a sample or obtain a quotation for (2R,5S)-5-Methyl-4,4-diphenyl-1,3,2-dioxathiolane.
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