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

Reaction

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
Storage Class: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

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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-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

(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, 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