(1R,2R)-(−)-N-p-Tosyl-1,2-cyclohexanediamine
(1R,2R)-(−)-N-p-Tosyl-1,2-cyclohexanediamine (CAS 174291-96-4) is a chiral organic compound with the molecular formula C13H20N2O2S and a molecular weight of 268.38 g/mol. This tosylated diamine serves as a valuable chiral ligand in asymmetric synthesis, particularly for asymmetric transfer hydrogenation reactions. Supplied at a purity of 97%, it is an essential reagent for chemists engaged in stereoselective synthesis.
- IUPAC
- (−)-TsCYDN,N-Toluenesulfonyl-(1R,2R)-(−)-1,2-diaminocyclohexane
- Synonyms
- 174291-96-4C13H20N2O2S(−)-TsCYDNN-Toluenesulfonyl-(1R,2R)-(−)-1,2-diaminocyclohexane
Asymmetric Transfer Hydrogenation
(1R,2R)-(−)-N-p-Tosyl-1,2-cyclohexanediamine acts as a chiral ligand in asymmetric transfer hydrogenation reactions. It facilitates the stereoselective reduction of various substrates, leading to enantiomerically enriched products essential in pharmaceutical and fine chemical synthesis.
Chiral Ligand Synthesis
This compound is a key building block for the synthesis of more complex chiral ligands. Its defined stereochemistry and reactive amine groups allow for further functionalization, expanding its utility in catalysis.
Stereoselective Organic Synthesis
As a chiral auxiliary and reagent, it enables chemists to control the stereochemical outcome of reactions. This is crucial for the synthesis of chiral molecules where specific enantiomers are required for biological activity or material properties.
| Molecular weight | 268.38 |
|---|---|
| Empirical formula | C13H20N2O2S |
| Assay | 97% |
| Optical activity | [α]22/D -41.0, c = 1 in chloroform |
| Application | Chiral ligand for asymmetric transfer hydrogen.1 |
| Melting point | 105-109 °C |
Hazard statements
- H302Harmful if swallowed
- 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) | Xn |
| Risk statements (R) | 22-36/37/38 |
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 (1R,2R)-(−)-N-p-Tosyl-1,2-cyclohexanediamine used for?
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(1R,2R)-(−)-N-p-Tosyl-1,2-cyclohexanediamine is primarily used as a chiral ligand in asymmetric transfer hydrogenation and for other applications in stereoselective organic synthesis.
What is the CAS number and molecular formula?
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The CAS number is 174291-96-4, and the empirical formula is C13H20N2O2S.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (1R,2R)-(−)-N-p-Tosyl-1,2-cyclohexanediamine with an assay of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
What are the safety precautions for handling this chemical?
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This compound is classified as harmful if swallowed, and causes skin and eye irritation, and may cause respiratory irritation (H302-H315-H319-H335). When handling, use a dust mask type N95, eyeshields, and gloves. Avoid breathing dust. Ensure adequate ventilation. If in eyes, rinse cautiously with water for several minutes (P305 + P351 + P338).
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions packs, ships, and exports chemicals adhering to all relevant international regulations for hazardous materials. Specific packaging details will be provided upon inquiry, and shipments are managed by experienced logistics professionals.
How can I request a sample or quote for this product?
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To request a sample or a quotation for (1R,2R)-(−)-N-p-Tosyl-1,2-cyclohexanediamine, please contact our sales department through the website or by phone, providing your contact details and the quantity required.
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