6693-31-8

Basic information

• Product Name: [cis(cis)]-4,4'-methylenebis(cyclohexylamine)
• Synonyms: [cis(cis)]-4,4'-methylenebis(cyclohexylamine);4α,4'α-Methylenebis(1α-cyclohexanamine);Cyclohexanamine, 4,4'-methylenebis-, (cis(cis))-;Cyclohexanamine, 4,4'-methylenebis-, (cis,cis)-;Einecs 229-739-9
• CAS NO: 6693-31-8
• Molecular Formula: C₁₃H₂₆N₂
• Molecular Weight: 210.35894
• EINECS: 229-739-9
• Mol File: 6693-31-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 61°C
• Boiling Point: 339.9°C (rough estimate)
• Appearance: /
• Density: 0.9578 (rough estimate)
• Refractive Index: 1.5014
• CAS DataBase Reference: [cis(cis)]-4,4'-methylenebis(cyclohexylamine)(CAS DataBase Reference)
• NIST Chemistry Reference: [cis(cis)]-4,4'-methylenebis(cyclohexylamine)(6693-31-8)
• EPA Substance Registry System: [cis(cis)]-4,4'-methylenebis(cyclohexylamine)(6693-31-8)

Safety Data

• Hazardous Substances Data: 6693-31-8(Hazardous Substances Data)

Usage

General Description

[Cis(cis)]-4,4'-methylenebis(cyclohexylamine) is a compound with the chemical formula C14H28N2. It is a type of cycloaliphatic diamine, which means it contains two amine groups attached to a cycloaliphatic ring structure. This chemical is primarily used as a curing agent in epoxy resins, where it helps to increase the strength and durability of the final product. It is also used in the production of polyurethane coatings and adhesives. Additionally, [cis(cis)]-4,4'-methylenebis(cyclohexylamine) can act as a corrosion inhibitor in industrial settings, protecting metal surfaces from degradation. However, it is important to handle this chemical with care, as it can cause skin and eye irritation, and inhalation of its vapors can lead to respiratory issues. Overall, [cis(cis)]-4,4'-methylenebis(cyclohexylamine) plays a crucial role in various industrial applications and is a valuable component in the production of high-performance materials.

Upstream product

• 1761-71-3 4,4'-diaminodicyclohexylmethane 
• 620-92-8 bis-(4-hydroxyphenyl)methane 
• 101-77-9 4,4'-diamino diphenyl methane 
• 135269-81-7 bis-(cis-4-acetylamino-cyclohexyl)-methane 

Downstream Products

• 162957-55-3 bis-(cis-4-benzoylamino-cyclohexyl)-methane 
• 52506-03-3 (cis-4-acetylamino-cyclohexyl)-(trans-4-acetylamino-cyclohexyl)-methane 
• 135269-81-7 bis-(cis-4-acetylamino-cyclohexyl)-methane 

Relevant articles and documents

Ceria supported Ru0-Ruδ+ clusters as efficient catalyst for arenes hydrogenation

Selective hydrogenation of aromatic amines, especially chemicals such as aniline and bis(4-aminocyclohexyl)methane for non-yellowing polyurethane, is of particular interests due to the extensive applications. To conquer the existing difficulties in selective hydrogenation, the Ru0-Ruδ+/CeO2 catalyst with solid frustrated Lewis pairs was developed for aromatic amines hydrogenation with excellent activity and selectivity under relative milder conditions. The morphology, electronic and chemical properties, especially the Ru0-Ruδ+ clusters and reducible ceria were characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), scanning electronic microscopy (SEM), X-ray photoelectron spectroscopy (XPS), CO2 temperature programmed desorption (CO2-TPD), H2 temperature programmed reduction (H2-TPR), H2 diffuse reflectance Fourier transform infrared spectroscopy (H2-DRIFT), Raman, etc. The 2% Ru/CeO2 catalyst exhibited good conversion of 95% and selectivity greater than 99% toward cyclohexylamine. The volcano curve describing the activity and Ru state was found. Owning to the “acidic site isolation” by surrounding alkaline sites, condensation between the neighboring amine molecules could be effectively suppressed. The catalyst also showed good stability and applicability for other aromatic amines and heteroarenes containing different functional groups.

The Rhodium Catalysed Direct Conversion of Phenols to Primary Cyclohexylamines

Cyclohexylamines are important intermediates in chemical industry, which are currently produced from petrochemical sources. Phenols, however, are an attractive sustainable feedstock. We here demonstrate the transformation of phenols with ammonia to primary cyclohexylamines. In contrast to previously reported chemistry which used palladium catalysts, we here show that rhodium is an excellent catalyst for the formation of primary cyclohexylamines. Different parameters were studied and it was shown that the reaction is applicable to a scope of phenolic compounds providing high selectivity.

Potential DNA bis-intercalating agents. Synthesis and antitumor activity of N,N-Methylenedi-4,1-cyclohexanediyl- bis(9-acridinamine) isomers

We describe the synthesis and antitumor activity of three novel isomeric bis-acridines 14-16 possessing a non-aromatic, semi-rigid dicyclohexylmethylene tether.