3673-06-1

Basic information

• Product Name: GLYOXAL-BIS-CYCLOHEXYLIMINE
• Synonyms: GLYOXAL-BIS-CYCLOHEXYLIMINE;N,N'-(1,2-ethanediylidene)biscyclohexylamine;1,4-Dicyclohexyl-1,4-diaza-1,3-butadiene;1,4-Dicyclohexyl-1,4-diazabutane-1,3-diene;Dicyclohexyldiimine;N,N'-(1,2-Ethanediylidene)bis(cyclohexanamine);N,N'-(Ethane-1,2-diylidene)bis(cyclohexaneamine);N,N'-Ethanediylidenebis(cyclohexylamine)
• CAS NO: 3673-06-1
• Molecular Formula: C₁₄H₂₄N₂
• Molecular Weight: 220.35
• Mol File: 3673-06-1.mol
• Article Data: 16

Chemical Properties

• Melting Point: 150 °C(Solv: methanol (67-56-1))
• Boiling Point: 342.7±25.0 °C(Predicted)
• Appearance: /
• Density: 1.04±0.1 g/cm3(Predicted)
• PKA: 5.37±0.20(Predicted)
• CAS DataBase Reference: GLYOXAL-BIS-CYCLOHEXYLIMINE(CAS DataBase Reference)
• NIST Chemistry Reference: GLYOXAL-BIS-CYCLOHEXYLIMINE(3673-06-1)
• EPA Substance Registry System: GLYOXAL-BIS-CYCLOHEXYLIMINE(3673-06-1)

Safety Data

• Hazardous Substances Data: 3673-06-1(Hazardous Substances Data)

Usage

General Description

Glyoxal-bis-cyclohexylimine is a chemical compound used in industrial applications as a crosslinking agent and a biocide. It is known for its ability to form stable complexes with proteins and nucleic acids, making it useful in various fields such as textile and leather manufacturing, water treatment, and pharmaceuticals. Glyoxal-bis-cyclohexylimine is capable of inhibiting the growth of bacteria, fungi, and other microorganisms, making it a popular choice for preserving materials and preventing contamination. However, it is important to handle this chemical with caution due to its potential irritant and toxic effects on the skin, eyes, and respiratory system. Overall, glyoxal-bis-cyclohexylimine plays a crucial role in various industries but requires careful handling to ensure safe use.

Upstream product

• 131543-46-9 Glyoxal 
• 108-91-8 cyclohexylamine 
• 141-46-8 Glycolaldehyde 
• 2280-44-6 D-Glucose 
• 5459-93-8 N-ethyl-cyclohexanamine 
• 113832-57-8 N-ethylidenecyclohexylamine 
• 586-96-9 Nitrosobenzene 
• 4405-13-4 glyoxal trimer dihydrate 

Downstream Products

• 130473-69-7 (3aR,6aR)-1,4-Dicyclohexyl-tetrahydro-imidazo[4,5-d]imidazole-2,5-dithione 
• 115072-85-0 2,4-dichloro-1,3-dicyclohexyl-Δ⁴-1,3,2-diazaphospholine 
• 134435-39-5 2,2,3,3-tetra-t-butyl-1,4-dicyclohexyl-1,4-diaza-2,3-disila-5-cyclohexen 
• 134435-40-8 2,2-di-t-butyl-1,3-dicyclohexyl-1,3-diaza-2-sila-4-cyclopenten 
• 90959-16-3 1,4-Dicyclohexyl-2-methyl-1,4-dihydro-pyrazine 
• 126077-19-8 N,N'-dibenzoyl-N,N'-di(cyclohexyl)-1,2-diaminoethylene 
• 126077-16-5 N,N'-dibenzoyl-N,N'-di(cyclohexyl)-1,2-diamino-1-chloroethylene 
• 139696-58-5 1,3-Dicyclohexyl-2-methoxy-2-methyl-2,3-dihydro-1H-[1,3,2]diazasilole 
• 3029-30-9 naphthalene-1,4-dicarbonitrile 
• 108-91-8 cyclohexylamine 
• 90959-11-8 malononitrile 
• 172534-88-2 3-cyclohexylimidazole 1-oxide 
• 84349-14-4 2-chloro-3-(cyclohexylamino)naphthalene-1,4-dione 
• 1018-79-7 1,4-dihydroxy-2,3-naphthalenedicarbonitrile 

Relevant articles and documents

Cobalt(II) complexes of α-diimine derived from cycloalkylamines as controlling agents for organometallic mediated radical polymerization of vinyl acetate

A series of cobalt(II)-α-diimine complexes derived from cycloalkylamines (cycloalkyl = cyclopentyl (1a), cyclohexyl (1b), cycloheptyl (1c), and cyclooctyl (1d)) were synthesized: [CoCl2(Pent-DAB)] (2a), [CoCl2(Hex-DAB)] (2b), [CoCls

Ruthenium p-cymene complexes with α-diimine ligands as catalytic precursors for the transfer hydrogenation of ethyl levulinate to γ-valerolactone

The ruthenium compounds [(η6-p-cymene)RuCl{κ2N-(HCNR)2}]NO3 (R = 4-C6H4Me, [1]NO3; 4-C6H4OH, [2]NO3; C6H11═Cy, [3]NO3; 4-C6H10OH, [4]NO3; tBu, [5]NO3) were prepared in high yields from [(p-cymene)RuCl2]2, AgNO3 and the appropriate α-diimine. Compounds [2]PF6 and [4]PF6 were obtained by a straightforward reaction of [(η6-p-cymene)RuCl(MeCN)0.66]PF6, [6]PF6, with α-diimine, whereas [4]BPh4 was obtained by metathesis between [4]NO3 and NaBPh4. All the ruthenium products were characterized by analytical methods, IR, NMR and UV-Vis spectroscopy; in addition, the structure of [1]NO3 was ascertained by an X-ray diffraction study. Compounds [1-4]NO3, [4]PF6 and [4]BPh4 were investigated as catalytic precursors in the transfer hydrogenation reaction of ethyl levulinate to γ-valerolactone in isopropanol solution under microwave irradiation. [4]BPh4 was revealed to be the best catalytic precursor, affording γ-valerolactone in 62% yield under optimized experimental conditions.

Heteroatom-substituted secondary phosphine oxides for Suzuki-Miyaura cross-coupling reactions

Several di-substituted diimines (3a–3f) and heteroatom-substituted unsaturated secondary phosphine oxides (HASPO, 6a–6f) were prepared and characterized. Compounds 6a–6f are regarded as pre-ligands because of their ability of tautomerization to heteroatom-substituted phosphinous acid (HAPA, 7a–7f). An unexpected 3e-coordinated palladium dibromide 8e was observed from the reaction of compound 6e with PdBr2. Molecular structures of pre-ligands 6a, 6c, and 6e, as well as palladium complexes 8e were determined by single crystal X-ray diffraction methods. When pre-ligand 6a was applied to palladium-catalyzed Suzuki-Miyaura cross-coupling reactions, satisfactory yields were obtained. Density functional theory were employed to examine the electronic properties of HASPO 6a–6f pre-ligands, their corresponding 1,3-di-N-substituted tautomers 7a–7f, and the saturated counterpart 7as of 7a. Compound 7a is the most effective and genuine ligand in Suzuki-Miyaura reaction that is confirmed by its higher-lying lone-pair (LP) molecular orbital (HOMO-1). The LP orbital of 7c–7f is lower-lying HOMO-5. For each 7c–7f, two conformational rotamers with minute energy difference were located. Hirshfeld charge and population analysis of 7c–7f were also calculated in order to comprehend the electronic properties for these two rotamers for each HAPAs. Besides, the steric effect of HAPAs was estimated in terms of the Percent Buried Volume (%Vbur). This model has shown that 7a has similar steric property to that of PCy3, which is an effective ligand in Suzuki-coupling reactions.