Basic information Reaction Safety Supplier Related

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

Basic information Reaction Safety Supplier Related

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

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
Product Categories:
  • Aromatics
  • Catalyst
  • Chelating Agents & Ligands
  • Intermediates
Mol File:
135616-36-3.mol
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(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
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
10
HS Code 
29252900

MSDS

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(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-CYCLOHEXANEDIAMINESupplier

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