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| (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Basic information | | Reaction |
| Product Name: | (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE | | Synonyms: | (S,S)-(+)-N,N'-BIS(3,5-DI-T-BU-SALICYL.);(1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-tert-butylsalicylidene);(S,S)-(+)-N,N'-BIS(3,5-DI-T-BUTYLSALICYL-IDENE)-1,2-CYCLOHEXANEDIAMINE;(S,S)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE;(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE;(S,S)-JACOBSEN'S LIGAND;(S,S)-JACOBSEN LIGAND;(1S,2S)-(+)-1,2-CYCLOHEXANEDIAMINO-N,N'-BIS(3,5-DI-T-BUTYLSALICYLIDENE) | | CAS: | 135616-36-3 | | MF: | C36H54N2O2 | | MW: | 546.83 | | EINECS: | | Product Categories: | Aromatics;Catalyst;Chelating Agents & Ligands;Intermediates | | Mol File: | 135616-36-3.mol |
| (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Chemical Properties |
| Melting point | 203-206 °C(lit.) | | alpha | +305° (c 1, CH2Cl2) | | Boiling point | 619.74°C (rough estimate) | | density | 1.0110 (rough estimate) | | refractive index | 1.5300 (estimate) | | storage temp. | Inert atmosphere,Room Temperature | | pka | 13.06±0.40(Predicted) | | form | Powder | | color | yellow | | optical activity | [α]20/D +315 to 15°, c = 1 in methylene chloride | | BRN | 5464823 | | InChIKey | FYNXDGNCEBQLGC-GTHUDTLPSA-N |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | F | 10 | | HS Code | 29252900 |
| (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Usage And Synthesis |
| Reaction | A versatile ligand for asymmetric catalysis.
(a) Conjugate addition of hydrazoic acid to unsaturated imides.
(b) Formation of cyanohydrins from aldehydes.
(c) Desymmetrization of meso-epoxides with azide.
(d) Hetero Diels-Alder reaction.
(e) Nozaki-Hiyama reaction.
(f) Reagent used for the Passerini, three-component reaction.
| | Chemical Properties | (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE is yellow powder
| | Uses | (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE is a versatile ligand used in the preparation of Jacobsen's catalyst.
| | Uses | (S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine is a chiral salen-type ligand used for preparing Jacobsen′s catalyst suitable for enantioselective epoxidation of olefins lacking functional groups. |
| (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Preparation Products And Raw materials |
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