(S,S)-(−)-Hydrobenzoin
(S,S)-(−)-Hydrobenzoin (CAS: 2325-10-2) is a chiral diol with the molecular formula C₁₄H₁₄O₂ and a molecular weight of 214.26 g/mol. This optically active compound, exhibiting a specific rotation of [α]24/D −94° in ethanol, serves as a valuable chiral building block in asymmetric synthesis and organic chemistry. Its high optical purity (ee: 99%) makes it instrumental in stereoselective reactions and the preparation of complex chiral molecules.
- IUPAC
- (S,S)-(−)-1,2-Diphenyl-1,2-ethanediol,(S,S)-1,2-Diphenylethylene glycol
- Synonyms
- C6H5CH(OH)CH(OH)C6H5(S,S)-1,2-Diphenyl-1,2-ethanediol(S,S)-1,2-Diphenylethylene glycol
Chiral Auxiliary in Asymmetric Synthesis
(S,S)-(−)-Hydrobenzoin is widely employed as a chiral auxiliary to induce stereoselectivity in various organic transformations. Its rigid structure and two hydroxyl groups facilitate its use in reactions such as asymmetric epoxidation and Diels-Alder reactions.
Precursor for Chiral Ligands
This diol acts as a key precursor for the synthesis of chiral ligands used in asymmetric catalysis. These ligands can coordinate with transition metals to create highly enantioselective catalytic systems for a range of chemical reactions.
Building Block for Pharmaceutical Intermediates
Due to its defined stereochemistry, (S,S)-(−)-Hydrobenzoin is a valuable synthon in the development of chiral pharmaceutical intermediates. It enables the construction of complex drug molecules with specific stereoisomeric requirements.
Research and Development
Researchers utilise (S,S)-(−)-Hydrobenzoin in academic and industrial R&D settings to explore new synthetic methodologies and to develop novel chiral compounds.
| Molecular weight | 214.26 |
|---|---|
| Linear formula | C6H5CH(OH)CH(OH)C6H5 |
| Assay | 99% |
| Optical activity | [α]24/D −94°, c = 2.5 in ethanol |
| Optical purity | ee: 99% (GLC) |
| Melting point | 148-150 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
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,S)-(−)-Hydrobenzoin used for?
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(S,S)-(−)-Hydrobenzoin is primarily used as a chiral building block in asymmetric synthesis, as a precursor for chiral ligands in catalysis, and in the development of pharmaceutical intermediates.
What is the CAS number and chemical formula for (S,S)-(−)-Hydrobenzoin?
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The CAS number is 2325-10-2, and the linear chemical formula is C₆H₅CH(OH)CH(OH)C₆H₅.
What grade and purity does Tech Serve Solutions supply for (S,S)-(−)-Hydrobenzoin?
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Tech Serve Solutions supplies (S,S)-(−)-Hydrobenzoin with an assay of 99% and an optical purity (ee) of 99%. This product is supplied for research and chemical synthesis purposes and is not represented as USP, BP, EP, or pharmacopoeia grade.
What are the safety and handling considerations for (S,S)-(−)-Hydrobenzoin?
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When handling (S,S)-(−)-Hydrobenzoin, it is essential to use personal protective equipment including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. The compound is classified under WGK Germany 3, indicating a high hazard to water.
How is (S,S)-(−)-Hydrobenzoin packaged and shipped?
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Tech Serve Solutions packages and exports fine chemicals, pharmaceutical intermediates, and laboratory reagents globally, adhering to all relevant shipping and handling regulations.
How can I request a sample or quote for (S,S)-(−)-Hydrobenzoin?
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To request a sample or a quotation for (S,S)-(−)-Hydrobenzoin, please contact our sales team through the website or by phone.
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