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135616-40-9

135616-40-9 Structure

135616-40-9 Structure
IdentificationBack 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 PropertiesBack 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 InformationBack 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 DataBack 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 AnswerBack Directory
[Reactions]

1. A versatile ligand for asymmetric catalysis.
(a) Conjugate addition of hydrazoic acid to unsaturated imides. Reactions of 135616-40-9_1 2. Enantioselective conjugate cyanation of unsaturated imides. Reactions of 135616-40-9_2 3. Cobalt catalyzed enantioselective alpha chlorination and fluorination of beta-ketoesters. Reactions of 135616-40-9_3
Spectrum DetailBack 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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