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135616-36-3

135616-36-3 Structure

135616-36-3 Structure
IdentificationBack Directory
[Name]

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

135616-36-3
[Synonyms]

Jacbosen
(S,S)-JACOBSEN LIGAND
(S,S)-JACOBSEN'S LIGAND
(S,S)-(+)-N,N'-BIS(3,5-DI-T-BU-SALICYL.)
(S,S)-(+)-N,N'-BIS(3,5-DI-T-BUTYLSALICYL-IDENE)-1,2-CYCLOHEXANEDIAMINE
(1S,2S)-(+)-1,2-CYCLOHEXANEDIAMINO-N,N'-BIS(3,5-DI-T-BUTYLSALICYLIDENE)
(1S,2S)-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)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE
(1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-tert-butylsalicylidene)
(S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine,98%
(S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaMine 98%
(1S,2S)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2- cyclohexanediamine,99%e.e.
(S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine(S,S)-Jacobsen Ligand
(1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene),98%(S,S)-JacobsenLigand
(1S,2S)-(+)-1,2-CYCLOHEXANEDIAMINO-N,N''-BIS(3,5-DI-T-BUTYLSALICYLIDENE) (S,S)-JACOBSEN LIGAND
2-((E)-((1S,2S)-2-((E)-3,5-di-tert-butyl-2-hydroxybenzylideneaMino)cyclohexyliMino)Methyl)-4,6-di-tert-butylphenol
[Molecular Formula]

C36H54N2O2
[MDL Number]

MFCD00191801
[MOL File]

135616-36-3.mol
[Molecular Weight]

546.83
Chemical PropertiesBack Directory
[Appearance]

yellow powder
[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
[form ]

Powder
[pka]

13.06±0.40(Predicted)
[color ]

yellow
[Optical Rotation]

[α]20/D +315 to 15°, c = 1 in methylene chloride
[BRN ]

5464823
[InChIKey]

FYNXDGNCEBQLGC-GTHUDTLPSA-N
[SMILES]

[C@H]1(/N=C/C2=CC(C(C)(C)C)=CC(C(C)(C)C)=C2O)CCCC[C@@H]1/N=C/C1=CC(C(C)(C)C)=CC(C(C)(C)C)=C1O
Hazard InformationBack Directory
[Chemical Properties]

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.
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[F ]

10
[HS Code ]

29252900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Questions And AnswerBack Directory
[Reaction]

A versatile ligand for asymmetric catalysis.
(a) Conjugate addition of hydrazoic acid to unsaturated imides. Reactions of 135616-36-3_1 (b) Formation of cyanohydrins from aldehydes. Reactions of 135616-36-3_2 (c) Desymmetrization of meso-epoxides with azide. Reactions of 135616-36-3_3 (d) Hetero Diels-Alder reaction. Reactions of 135616-36-3_4 (e) Nozaki-Hiyama reaction. Reactions of 135616-36-3_5 (f) Reagent used for the Passerini, three-component reaction.  Reactions of 135616-36-3_6
Spectrum DetailBack Directory
[Spectrum Detail]

(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE(135616-36-3)1HNMR
(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE(135616-36-3)IR
(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE(135616-36-3)FT-IR
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