| Identification | Back Directory | [Name]
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE | [CAS]
135616-40-9 | [Synonyms]
(R,R)-(−
(R,R)-JACOBSEN LIGAND
(R,R)-JACOBSEN'S LIGAND
N′-Bis(3,5-di-tert-butylsalicylidene)-1
N,N'-bis(3,5-dibutylsalicylidene)-1,2-cyclohexanediamine
(R,R)-(-)-N,N'-Bis(3,5-di-t-bu-salicyl.)-1,2-cyclohexanedia
(R,R)-(-)-N,N'-BIS(3,5-DI-T-BU-SALICYL.)-1 ,2-CYCLOHEXANDIAM.
)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaMine
(R R)-(-)-N N''-BIS(3 5-DI-T-BU-SALICYL.) -1 2-CYCLOHEXANEDIA 96+%
(R,R)-(-)-N,N'-BIS(3.5-DI-T-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE
1R,2R-N,N'-Bis(3,5-di -tert-butylsalicylidene)-1,2-cyclohexanediaMine
(1R,2R)-(-)-1,2-CYCLOHEXANEDIAMINO-N N'-BIS(3,5-DI-T-BUTYLSALICYLIDENE)
(1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidine)
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE
(1R,2R)-(-)-1,2-CYCLOHEXANEDIAMINO-N,N'-BIS-(3,5-DI-TERT-BUTYLSALICYLIDENE)
(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine,98%
(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaMine 98%
(1R,2R)-(-)-1,2-CyclohexanediaMino-N,N'-bis(3,5-di-t-butylsalicylidene),(R,R)-Jacobsen Ligand
(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine(R,R)-Jacobsen Ligand
(1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene),98%(R,R)-JacobsenLigand
2-((E)-((1R,2R)-2-((E)-3,5-di-tert-butyl-2-hydroxybenzylideneaMino)cyclohexyliMino)Methyl)-4,6-di-tert-butylphenol | [Molecular Formula]
C36H54N2O2 | [MDL Number]
MFCD00191800 | [MOL File]
135616-40-9.mol | [Molecular Weight]
546.83 |
| Chemical Properties | Back Directory | [Appearance]
yellow powder | [Melting point ]
205-207 °C(lit.)
| [alpha ]
-315° (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 | [solubility ]
Chloroform (Slightly), Dichloromethane (Slightly) | [form ]
Powder | [pka]
13.06±0.40(Predicted) | [color ]
Yellow | [Optical Rotation]
[α]20/D 315±15°, c = 1 in methylene chloride | [λmax]
328nm(CH3CN)(lit.) | [BRN ]
5464823 | [InChIKey]
FYNXDGNCEBQLGC-LQWPWIHBSA-N | [SMILES]
C(C1C=C(C(C)(C)C)C=C(/C=N/[C@@H]2CCCC[C@H]2/N=C/C2C=C(C(C)(C)C)C=C(C(C)(C)C)C=2O)C=1O)(C)(C)C |&1:12,17,r| |
| Hazard Information | Back Directory | [Chemical Properties]
yellow powder | [Uses]
(R,R)-(-)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine is a versatile ligand used in the preparation of Jacobsen's catalyst. | [Biochem/physiol Actions]
α-amylase catalyzes the hydrolysis of internal α-1,4-O-glycosidic bonds in starches to release α-anomeric sugars. | [Synthesis]
(R,R)-(-)-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane can be prepared in one step from (R,R)-1,2-cyclohexanediamine L-tartrate with 3,5-di-tert-butyl-2-hydroxybenzaldehyde. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26-36 | [WGK Germany ]
3
| [HS Code ]
29222900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Questions And Answer | Back Directory | [Reactions]
1. A versatile ligand for asymmetric catalysis.
(a) Conjugate addition of hydrazoic acid to unsaturated imides.
2. Enantioselective conjugate cyanation of unsaturated imides.
3. Cobalt catalyzed enantioselective alpha chlorination and fluorination of beta-ketoesters.
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| Spectrum Detail | Back Directory | [Spectrum Detail]
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE(135616-40-9)1HNMR
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE(135616-40-9)FT-IR
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE(135616-40-9)IR
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