Basic information Reactions Safety Supplier Related

(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE

Basic information Reactions Safety Supplier Related

(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Basic information

Product Name:
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE
Synonyms:
  • (R R)-(-)-N N''-BIS(3 5-DI-T-BU-SALICYL.) -1 2-CYCLOHEXANEDIA 96+%
  • N,N'-bis(3,5-dibutylsalicylidene)-1,2-cyclohexanediamine
  • (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene),98%(R,R)-JacobsenLigand
  • 1R,2R-N,N'-Bis(3,5-di -tert-butylsalicylidene)-1,2-cyclohexanediaMine
  • 2-((E)-((1R,2R)-2-((E)-3,5-di-tert-butyl-2-hydroxybenzylideneaMino)cyclohexyliMino)Methyl)-4,6-di-tert-butylphenol
  • )-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaMine
  • (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(R,R)-Jacobsen Ligand
CAS:
135616-40-9
MF:
C36H54N2O2
MW:
546.84
Product Categories:
  • Jacobsen Ligand
  • Chiral Nitrogen
  • Aromatics
  • Catalyst
  • Chelating Agents & Ligands
  • Intermediates
Mol File:
135616-40-9.mol
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(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Chemical Properties

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 activity
[α]20/D 315±15°, c = 1 in methylene chloride
λmax
328nm(CH3CN)(lit.)
BRN 
5464823
InChIKey
FYNXDGNCEBQLGC-LQWPWIHBSA-N
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29222900

MSDS

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(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Usage And Synthesis

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.

Chemical Properties

(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE is 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.

Uses

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.

(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINESupplier

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