(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
| 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) | ![]() 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 |
(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.
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.
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
| Supplier | Tel | 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 | |
|---|---|---|---|---|---|---|---|---|
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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. | |
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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 | |||
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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-tert-butylsalicylidene)-1,2-cyclohexanediamine
135616-40-9
- $47.00-222.00
- 0.98
- Shanghai UCHEM Inc.
-

- (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
135616-40-9
- 98.0%min
- Hangzhou ICH Biofarm Co., Ltd
-

- (R,R)-()-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
135616-40-9
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
135616-40-9((R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)Related Search:
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