404438

(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine

98%

• Synonym(s): (S,S)-Jacobsen’s ligand
• Linear Formula: [[(CH₃)₃C]₂C₆H₂-2-(OH)CH=N]₂C₆H₁₀
• CAS Number: 135616-36-3
• Molecular Weight: 546.83
• Beilstein/REAXYS Number: 5464823
• MDL number: MFCD00191801
• UNSPSC Code: 12352116
• PubChem Substance ID: 24865245
• NACRES: NA.22

Properties

• assay: 98%
• optical activity: [α]20/D +315 to 15°, c = 1 in methylene chloride
• mp: 203-206 °C (lit.)
• functional group: imine
• SMILES string: CC(C)(C)c1cc(\C=N\[C@H]2CCCC[C@@H]2\N=C\c3cc(cc(c3O)C(C)(C)C)C(C)(C)C)c(O)c(c1)C(C)(C)C
• InChI: 1S/C36H54N2O2/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12/h17-22,29-30,39-40H,13-16H2,1-12H3/b37-21+,38-22+/t29-,30-/m0/s1
• InChI key: FYNXDGNCEBQLGC-GTHUDTLPSA-N

Description

Application

(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.

Legal Information

Licensed through Research Corporation Technologies

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves