(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
ALDRICH/404411 - 98%
Synonym: (R,R)-Jacobsen’s ligand
CAS Number: 135616-40-9
Empirical Formula (Hill Notation): C36H54N2O2
Molecular Weight: 546.83
MDL Number: MFCD00191800
Linear Formula: [[(CH3)3C]2C6H2-2-(OH)CH=N]2C6H10
Product Type: Chemical
| assay | 98% |
| form | solid |
| functional group | imine |
| InChI | 1S/C36H54N2O2/c1-33(2,3)2 |
| InChI key | FYNXDGNCEBQLGC-LQWPWIHBSA |
| mp | 205-207 °C (lit.) |
| optical activity | [α]20/D −315±15°, c = 1 in methylene chloride |
| Quality Level | 100  |
| SMILES string | CC(C)(C)c1cc(C=N[C@@H]2 |
| Application: | Amylases from Aspergillus oryzae are used to prevent staling in the baking industry, clarify haze from fruit juices and alcoholic beverages, and produce glucose and maltose syrup products. |
| Application: | Versatile ligand for asymmetric catalysis. Ligand used for preparing Jacobsen′s catalyst suitable for enantioselective epoxidation of olefins lacking functional groups. Lipases are used industrially for the resolution of chiral compounds and the transesterification production of biodiesel. |
| Biochem/physiol Actions: | α-amylase catalyzes the hydrolysis of internal α-1,4-O-glycosidic bonds in starches to release α-anomeric sugars. |
| Biochem/physiol Actions: | Lipases catalyze the hydrolysis of triacylglycerols into glycerol and free fatty acids. |
| Legal Information: | Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology. |
| Packaging: | 1, 5 g in glass bottle |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H315 - H319 - H335 |
| Precautionary statements | P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | 98% |
| mp | 205-207 °C (lit.) |
| UNSPSC | 12352116 |