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ChemicalBook > CAS DataBase List > (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

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Product Name
(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE
CAS No.
135616-36-3
Chemical Name
(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE
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-Tert-Butylsalicylidene)-1,2-Cycloh...;(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
CBNumber
CB3397509
Molecular Formula
C36H54N2O2
Formula Weight
546.83
MOL File
135616-36-3.mol
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(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Property

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 activity
[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
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
F 
10
HS Code 
29252900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
404438
Product name
(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Purity
98%
Packaging
5g
Price
$135
Updated
2025/07/31
Sigma-Aldrich
Product number
404438
Product name
(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Purity
98%
Packaging
1g
Price
$55.4
Updated
2023/06/20
TCI Chemical
Product number
B4647
Product name
(S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Packaging
5G
Price
$110
Updated
2025/07/31
TCI Chemical
Product number
B4647
Product name
(S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Packaging
25G
Price
$333
Updated
2025/07/31
Strem Chemicals
Product number
07-0317
Product name
(1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene), 98% (S,S)-Jacobsen Ligand
Packaging
1g
Price
$33
Updated
2024/03/01
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(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Chemical Properties,Usage,Production

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-CYCLOHEXANEDIAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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

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View Lastest Price from (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE manufacturers

Shanghai UCHEM Inc.
Product
(S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 135616-36-3
Price
US $47.00-222.00/g
Min. Order
25g
Purity
0.98
Supply Ability
25kg
Release date
2023-12-08
Henan Fengda Chemical Co., Ltd
Product
(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE 135616-36-3
Price
US $8.00-2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-24
Zhuozhou Wenxi import and Export Co., Ltd
Product
(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 135616-36-3
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27

135616-36-3, (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINERelated Search:

(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE (1S,2S)-(+)-[1,2-CYCLOHEXANEDIAMINO-N N'-BIS(3,5-DI-T-BUTYLSALICYLIDENE)]ALUMINUM (III) CHLORIDE (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-CYCLOHEXANEDIAMINOCHROMIUM(III) CHLORIDE (S,S)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINOALUMINIUM(III) CHLORIDE (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-COBALT(II)

  • (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)-JACOBSEN'S LIGAND
  • (S,S)-JACOBSEN LIGAND
  • (1S,2S)-(+)-1,2-CYCLOHEXANEDIAMINO-N,N'-BIS(3,5-DI-T-BUTYLSALICYLIDENE)
  • (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
  • (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(S,S)-Jacobsen Ligand
  • 2-((E)-((1S,2S)-2-((E)-3,5-di-tert-butyl-2-hydroxybenzylideneaMino)cyclohexyliMino)Methyl)-4,6-di-tert-butylphenol
  • (S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaMine 98%
  • Jacbosen
  • (1S,2S)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2- cyclohexanediamine
  • (1S,2S)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2- cyclohexanediamine,99%e.e.
  • Phenol, 2,2'-[(1S,2S)-1,2-cyclohexanediylbis[(E)-nitrilomethylidyne]]bis[4,6-bis(1,1-dimethylethyl)-
  • (S,S)-(+)-N,N'-Bis(3,5-Di-Tert-Butylsalicylidene)-1,2-Cycloh...
  • (S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
  • (1S,2S)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
  • (<i>S,S</i>)-(+)-<i>N,N′</i>-Bis(3,5-di-<i>tert</i>-butylsalicylidene)-1,2-cyclohexanediamine
  • (S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine, CAS 135616-36-3
  • (1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-tert-butylsalicylidene) ((S,S)-Jacobsen Ligand)
  • 135616-36-3
  • 135616-36-9
  • SALENs
  • Privileged Ligands
  • Chiral Catalysts, Ligands, and Reagents
  • Asymmetric Synthesis
  • Aromatics
  • Catalyst
  • Chelating Agents & Ligands
  • Intermediates