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

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-ditertbutylisoyl)-1,2-cyclohexyldiamine;(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+%
CBNumber:
CB4447388
Molecular Formula:
C36H54N2O2
Molecular Weight:
546.84
MDL Number:
MFCD00191800
MOL File:
135616-40-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:52:49

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

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
SMILES C(C1C=C(C(C)(C)C)C=C(/C=N/[C@@H]2CCCC[C@H]2/N=C/C2C=C(C(C)(C)C)C=C(C(C)(C)C)C=2O)C=1O)(C)(C)C |&1:12,17,r|
UNSPSC Code 12352116
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
HS Code  29222900
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 404411 (R,R)-(?)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 98% 135616-40-9 1g $60.6 2026-04-30 Buy
Sigma-Aldrich 404411 (R,R)-(?)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 98% 135616-40-9 5g $280 2026-04-30 Buy
TCI Chemical B4418 (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine >98.0%(HPLC)(N) 135616-40-9 5g $105 2026-04-30 Buy
TCI Chemical B4418 (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine >98.0%(HPLC)(N) 135616-40-9 25g $325 2026-04-30 Buy
Strem Chemicals 07-0316 (1R,2R)-(-)-1,2-Cyclo­hexanediamino-N,N'-bis(3,5-di-t-butyl­salicylidene), 98% (R,R)-Jacobsen Ligand 98% 135616-40-9 1g $35 2026-04-30 Buy
Product number Packaging Price Buy
404411 1g $60.6 Buy
404411 5g $280 Buy
B4418 5g $105 Buy
B4418 25g $325 Buy
07-0316 1g $35 Buy

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

Reactions

1. A versatile ligand for asymmetric catalysis.
(a) Conjugate addition of hydrazoic acid to unsaturated imides. Reactions of 135616-40-9_1 2. Enantioselective conjugate cyanation of unsaturated imides. Reactions of 135616-40-9_2 3. Cobalt catalyzed enantioselective alpha chlorination and fluorination of beta-ketoesters. Reactions of 135616-40-9_3

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.

Synthesis

(R,R)-(-)-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane can be prepared in one step from (R,R)-1,2-cyclohexanediamine L-tartrate with 3,5-di-tert-butyl-2-hydroxybenzaldehyde.

(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 173)Suppliers
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Beijing HwrkChemical Technology Co., Ltd 89508211 18501085097 sales.bj@hwrkchemical.com China 9407 55
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Beijing Ouhe Technology Co., Ltd 13552068683 13522913783 2355560935@qq.com China 11777 60
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
XiaoGan ShenYuan ChemPharm co,ltd 15527621225; 15527621225 1791901229@qq.com China 6746 52
Innochem(Beijing) Technology Co.,Ltd. 010-56541685 13070143590 sales@innochem.cn China 172 57
Daicel Chiral Technologies (China)CO.,LTD 021-50460086-9 15921403865 han_yajun@dctc.daicel.com China 7909 65

View Lastest Price from (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine pictures 2026-09-11 (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
135616-40-9
$47.00-222.00 25g 0.98 25kg Shanghai UCHEM Inc.
(R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine pictures 2026-08-08 (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
135616-40-9
98.0%min 10kg Hangzhou ICH Biofarm Co., Ltd
(R,R)-()-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine pictures 2021-07-02 (R,R)-()-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
135616-40-9
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
(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) 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-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 > 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 (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene),(R,R)-Jacobsen Ligand (1R,2R)-(-)-N,N'-Bis(3,5-di tert-butylsalicylidene)-1,2-Cyclohexanediamine (R,R)-(?)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine RR,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, CAS 135616-40-9 (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-tert-butylsalicylidene) ((R,R)-Jacobsen Ligand) (R,R)-(-)-N,N'-bis(3,5-ditertbutylisoyl)-1,2-cyclohexyldiamine 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