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

Reactions

Product Name: (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE
CAS No.: 135616-40-9
Chemical Name: (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE
Synonyms: (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.;(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOH...;)-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+%;1R,2R-N,N'-Bis(3,5-di -tert-butylsalicylidene)-1,2-cyclohexanediaMine
CBNumber: CB4447388
Molecular Formula: C36H54N2O2
Formula Weight: 546.84
MOL File: 135616-40-9.mol

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(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Property

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

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 29222900

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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: 404411
Product name: (R,R)-(?)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Purity: 98%
Packaging: 1g
Price: $22.08
Updated: 2024/03/01

Sigma-Aldrich

Product number: 404411
Product name: (R,R)-(?)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Purity: 98%
Packaging: 5g
Price: $153
Updated: 2024/03/01

TCI Chemical

Product number: B4418
Product name: (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Purity: >98.0%(HPLC)(N)
Packaging: 5g
Price: $113
Updated: 2024/03/01

TCI Chemical

Product number: B4418
Product name: (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Purity: >98.0%(HPLC)(N)
Packaging: 25g
Price: $397
Updated: 2024/03/01

Strem Chemicals

Product number: 07-0316
Product name: (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene), 98% (R,R)-Jacobsen Ligand
Packaging: 1g
Price: $33
Updated: 2024/03/01

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(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Chemical Properties,Usage,Production

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.

(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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

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

Shanghai UCHEM Inc.

Product: (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 135616-40-9
Price: US $47.00-222.00/g
Min. Order: 25g
Purity: 0.98
Supply Ability: 25kg
Release date: 2023-12-08

Hangzhou ICH Biofarm Co., Ltd

Product: (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 135616-40-9
Price: US $0.00-0.00/g
Min. Order: 0.10000000149011612g
Purity: 98.0%min
Supply Ability: 10kg
Release date: 2023-06-09

Zhuozhou Wenxi import and Export Co., Ltd

Product: (R,R)-()-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 135616-40-9
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

135616-40-9, (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINERelated Search:

(R R)-(-)-N N''-BIS(3 5-DI-T-BU-SALICYL.) -1 2-CYCLOHEXANEDIA 96+%

N,N'-bis(3,5-dibutylsalicylidene)-1,2-cyclohexanediamine

(1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene),98%(R,R)-JacobsenLigand

1R,2R-N,N'-Bis(3,5-di -tert-butylsalicylidene)-1,2-cyclohexanediaMine

2-((E)-((1R,2R)-2-((E)-3,5-di-tert-butyl-2-hydroxybenzylideneaMino)cyclohexyliMino)Methyl)-4,6-di-tert-butylphenol

)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaMine

(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(R,R)-Jacobsen Ligand

(1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidine)

(1R,2R)-(-)-1,2-CyclohexanediaMino-N,N'-bis(3,5-di-t-butylsalicylidene),(R,R)-Jacobsen Ligand

N′-Bis(3,5-di-tert-butylsalicylidene)-1

(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

(R,R)-(-)-N,N'-BIS(3.5-DI-T-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE

(R,R)-JACOBSEN LIGAND

(R,R)-JACOBSEN'S LIGAND

(1R,2R)-(-)-1,2-CYCLOHEXANEDIAMINO-N N'-BIS(3,5-DI-T-BUTYLSALICYLIDENE)

(R,R)-(-)-N,N'-BIS(3,5-DI-T-BU-SALICYL.)-1 ,2-CYCLOHEXANDIAM.

(R,R)-(-)-N,N'-Bis(3,5-di-t-bu-salicyl.)-1,2-cyclohexanedia

(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 &gt

Phenol, 2,2'-[(1R,2R)-1,2-cyclohexanediylbis[(E)-nitrilomethylidyne]]bis[4,6-bis(1,1-dimethylethyl)- (9CI)

6,6'-((1E,1'E)-(((1R,2R)-Cyclohexane-1,2-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol)

(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOH...

(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine

6,6'-((1E,1'E)-(((1R,2R)-Cyclohexane-1,2-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol)

135616-40-9

135616-40-8

CH33C2C6H22OHCHN2C6H10

C36H54N2O2

Chiral Catalysts, Ligands, and Reagents

Asymmetric Synthesis

SALENs

Privileged Ligands

Jacobsen Ligand

Chiral Nitrogen

Aromatics

Catalyst

Chelating Agents & Ligands

Intermediates