CAS 135616-36-3 (1S,2S)-N,N′-bis[(3,5-di-tert-butyl-2-hydroxyphenyl)methylene]-1,2-cyclohexanediamine

• Customization: Available
• CAS No.: 135616-36-3
• Formula: C36H54N2O2
• Model NO.: AC8931
• Type: Pharmaceutical Intermediates
• Appearance: Powder
• Quality: Industrial
• Colour: Yellow
• Purity: 98% Min
• Molecular Formula: C36H54N2O2
• Molecular Weight: 546.83
• PSA: 65.18000
• LogP: 11.18
• Transport Package: 50kg/bag or as per your particular request
• Specification: (S,S)-JACOBSEN LIGAND
• Trademark: Entrepreneur
• Origin: China
• HS Code: 2921300090
• Production Capacity: 100, 000tons/Year

Product Description

Product Description

(S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine, with the CAS number 135616-36-3, is a chiral ligand used in coordination chemistry and catalysis. It is a Schiff base compound formed by the condensation of 3,5-di-tert-butylsalicylaldehyde with 1,2-cyclohexanediamine. The resulting compound exists in two enantiomeric forms: (S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine and (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine, which are mirror images of each other.

This ligand is widely used in asymmetric catalysis due to its ability to coordinate with various transition metals, forming chiral complexes. These complexes can efficiently catalyze a wide range of organic reactions with high enantioselectivity, making them valuable in the synthesis of complex molecules and pharmaceutical intermediates.

As a chiral ligand, (S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine plays a significant role in asymmetric synthesis, contributing to the advancement of various chemical processes in the field of organic chemistry. Researchers and chemists frequently employ this compound to design and develop new and efficient catalytic systems for the preparation of enantiomerically pure compounds.

Fetures

1. Chiral Ligand: The compound is a chiral ligand, meaning it has a specific three-dimensional arrangement of atoms that gives rise to two mirror-image forms (enantiomers).

2. High Enantioselectivity: It exhibits high enantioselectivity when coordinated with transition metals to form chiral complexes. This property is essential for asymmetric catalysis, where the catalyst favors the formation of one enantiomer over the other.

3. Steric Hindrance: The tert-butyl groups attached to the aromatic rings of the ligand provide significant steric hindrance, which enhances its chiral recognition and selectivity in catalytic reactions.

4. Stability: (S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine and its metal complexes are generally stable under the reaction conditions of various asymmetric catalytic processes.

5. Versatility: The ligand can coordinate with a wide range of transition metals, making it applicable in various asymmetric catalytic reactions, such as asymmetric hydrogenation, allylic substitution, and cyclopropanation.

6. Synthetic Utility: Due to its high enantioselectivity and efficiency in asymmetric catalysis, the compound has become a valuable tool in the synthesis of enantiomerically pure compounds, which are essential in pharmaceuticals, agrochemicals, and other fine chemicals.

Applications

1. Asymmetric Hydrogenation
(S,S)-Salen cobalt(II) is widely used as a chiral ligand in asymmetric hydrogenation reactions. It can efficiently catalyze the hydrogenation of prochiral olefins, leading to the formation of enantiomerically enriched products.

2. Allylic Substitution
The compound is utilized as a ligand in asymmetric allylic substitution reactions. It enables the asymmetric transfer of nucleophiles to allylic substrates, facilitating the formation of chiral compounds with high enantioselectivity.

3. Cyclopropanation
(S,S)-Salen cobalt(II) is employed in asymmetric cyclopropanation reactions. It promotes the formation of chiral cyclopropane derivatives with excellent stereochemical control.

4. Epoxidation
The ligand is utilized in asymmetric epoxidation reactions, enabling the formation of optically active epoxides.

5. Oxidative Amination
(S,S)-Salen cobalt(II) can be employed in asymmetric oxidative amination reactions, facilitating the synthesis of chiral amines with high enantioselectivity.

6. Kinetic Resolution
It can be used in kinetic resolution processes, where a racemic mixture of a substrate is selectively transformed into one enantiomer, leaving the other enantiomer unaffected.

Specifications

  

Product Name	(S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Cas No.	135616-36-3
Molecular Formula	C36H54N2O2
Molecular Weight	546.83
Appearance	Yellow powder
Purity	98% Min
Boiling point	646.3°C at 760mmHg
Melting point	203-206 °C(lit.)
Flash point	115.2°C
Refractive index	1.5300

 

Storage: Inert atmosphere, room temperature.

Package: 50kg/bag or as per your particular request.

Beijing Entrepreneur Science & Trading Co., Ltd. was established in the year 2001. We are focused on import and export business of high-quality specialty chemicals. Since its establishment, relying on diligent efforts, spirit of enterprising and professional services, the company has established extensive cooperation with world-famous chemical manufacturers and gained a good reputation in China chemical industry.

We have stable distribution cooperation with world leading suppliers from America, Europe, Japan and Taiwan. We are distributors of Ames Advantage Material, Novamet, Lanxess, Momentive, Potters, Rhodia, Roquette, Oerlikon Metco, Inovyn, KJ Chemical, Tokuyama, Mitsubishi Chemical, Chang Chun Group, etc.
 
Our products selling in China include Conductive Powder, Thermal Conductive Powder, Microwave Absorbing Powder, Acrylamide Functional Monomer and Special UV Monomer, Special Epoxy Resin, Mercaptan Curing Agent, Silane, Fumed Silica and Precipitated Silica, PVC Paste Resin, PVA, Carbon Black, Modified Starch, Photocatalyst, Formaldehyde Capture agent, Root Blocking Agent, Platinum Catalyst, Vinyl Silicone Oil, Surfactant, etc.

In 2014, the company entered the chemical export business. Based on our understanding of China chemical market, we select most qualified suppliers. We are able to source raw materials directly from factories. Most of our partners are the largest factory in China with over 20 years history. They have huge annual outputs, and hold ISO9001, ISO14001, GMP, KOSHER, HALAL, FDA, GSP, etc. certificates.
 
Our export products include Conductive Powder, Thermal Conductive Powder, Plant Extract, Inorganic Powder, Plasticizer, PVC Paste Resin, Silane, Flavors and Fragrances, Salen Catalysts and Ligands, Organic Intermediates, Pharmaceutical Intermediates. 
We are proud to serve industries such as coating, ink, sealant, industrial, cosmetics, conductive powder, thermal conductive powder, pharmaceutical, flavor & fragrance, aroma, as well as many others. 
 
We will support our customers in a continuous way in the following:
1. Timely feedback to inquiry within 24 hours
2. Pre-sales consultancy 
3. Supply samples 
4. Competitive price
5. Good packaging
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7. Small order is available
8. Good after sales services
9. Provide TDS, COA, commercial invoice, packing list and certificate of origin. Special requirements also could be discussed and met. 
Can I request samples?
Yes, absolutely! We offer free samples of specified quantities. You only need to cover the freight charges.
Which documents are provided?
We provide essential documents such as Certificate of Analysis (COA), Technical Data Sheet (TDS), Material Safety Data Sheet (MSDS), and more upon request.
What is your Minimum Order Quantity (MOQ)?
Typically, our MOQ is one standard package. However, we understand the importance of testing before committing to a mass order, so we offer free samples for your evaluation.
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1. Expert Staff: Our team comprises professionals with extensive experience in chemical products or related fields. They undergo comprehensive training before providing any quotations.
2. Sample Availability: We offer free samples or pre-shipment samples for new collaborations, ensuring that our commercial products match the specifications provided to customers.
3. Third-Party Inspection: Upon request, we can arrange Third-Party Inspections, such as SGS, to further validate the quality of our products before shipping.
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Once you receive the Proforma Invoice (PI) along with our product specifications, you can proceed with payment. We accept various payment methods including Telegraphic Transfer (T/T), Letter of Credit (LC), and more.
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