(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

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29222900

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

(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.

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