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ChemicalBook > CAS DataBase List > (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE

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

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

  • (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