14284-00-5

Basic information

• Product Name: (6Z)-6-[(methylamino)methylidene]cyclohexa-2,4-dien-1-one - copper (2:1)
• CAS NO: 14284-00-5
• Molecular Formula: C₁₆H₁₈CuN₂O₂
• Molecular Weight: 333.8723
• Mol File: 14284-00-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 254.8°C at 760 mmHg
• Flash Point: 117.8°C
• Vapor Pressure: 0.0169mmHg at 25°C
• CAS DataBase Reference: (6Z)-6-[(methylamino)methylidene]cyclohexa-2,4-dien-1-one - copper (2:1)(CAS DataBase Reference)
• NIST Chemistry Reference: (6Z)-6-[(methylamino)methylidene]cyclohexa-2,4-dien-1-one - copper (2:1)(14284-00-5)
• EPA Substance Registry System: (6Z)-6-[(methylamino)methylidene]cyclohexa-2,4-dien-1-one - copper (2:1)(14284-00-5)

Safety Data

• Hazardous Substances Data: 14284-00-5(Hazardous Substances Data)

Usage

General Description

The chemical "(6Z)-6-[(methylamino)methylidene]cyclohexa-2,4-dien-1-one - copper (2:1)" is a coordination complex consisting of a copper ion bound to two molecules of (6Z)-6-[(methylamino)methylidene]cyclohexa-2,4-dien-1-one. This complex is a coordination compound in which the copper ion acts as a Lewis acid, accepting electron pairs from the ligands. The ligands, also known as chelating agents, are organic compounds that contain a metal-binding site. In this case, the ligands are derived from cyclohexa-2,4-dien-1-one and methylamine. The formation of this complex may be of interest for its potential applications in catalysis, materials science, or medicinal chemistry, as coordination complexes often exhibit unique properties and reactivities due to the specific arrangement of the metal and ligands.

Upstream product

• 6046-93-1 copper(II) acetate monohydrate 
• 90-02-8 salicylaldehyde 
• 142-71-2 copper diacetate 
• 74-89-5 methylamine 
• 3117-65-5 2-(methyliminomethyl)phenol 
• 12775-96-1 copper 
• 26194-27-4 {Cu(C₆H₄(O)CHNC₆H₅)2} 
• 21673-65-4 bis(N-salicylaldimino) Cu(II) 
• 593-51-1 methylamine hydrochloride 

Relevant articles and documents

Tribochemically active chelate complexes of salicylideneimines

N-Alkylsalicylideneimines and their complexes with 3d metals were obtained by chemical (from metal salts) and electrochemical methods (from metals in the zero oxidation state). The compounds obtained were characterized by IR and 1H NMR spectros

Effect of the coordination geometry and of substituent shielding on the kinetics of ligand substitution in copper(II) chelates

Stopped-flow spectrophotometry has been used to study the kinetics of ligand substitution in bis(N-R-salicylaldiminato)copper(II) complexes CuA2 (R = H, OH, Me, Et, i-Pr, t-Bu, neo-Pe, phenyl) by bidentate ligands HB (N-ethylsalicylaldimine, acetylacetone) in methanol and ethylene glycol monomethyl ether at 298 K. A two-term rate law, rate = (kS + kHB[HB])[complex], has been found. The substitution of the first ligand in CuA2 is rate determining. The relative contributions of the terms kS and kHB[HB] to the overall rate are controlled by the N-alkyl group R in the following sense: (i) small groups R (such as R = Me) favor a planar trans- N2O2 coordination geometry of the complex, whereas bulky groups (such as R = t-Bu) force the complex to become strongly tetrahedrally distorted, and (ii) with increasing extent of tetrahedral distortion (due to the effect of R) the size of kS increases, whereby the contribution of the term kHB[HB] can become negligibly small. A systematic study of the kinetic effect of substituents X3 and X5 (introduced in the 3- and 5-positions of the salicylaldehyde ring) and substituents Y2, Y4, and Y6 (introduced in the 2-, 4-, and 6-positions of the N-phenyl ring) reveals that substituents X3 = CH3, Cl, Br, I, NO2, which are neighboring to the oxygen donor atom, reduce the size of kS according to their steric substituent constant Es. Substituents Y2 = CH3, F, Cl, Br, I and Y2 = Y6 = CH3, Cl (neighboring the nitrogen donor atom in the N-phenyl complexes) reduce both kS and kHB, which can be correlated with the electronic and steric properties of these substituents. The sum of the experimental results supports consistently the following mechanistic interpretation of the observed rate law, namely: (i) the second-order rate constant kHB describes the nucleophilic attack of the entering ligand HB at the copper; (ii) the first-order rate constant kS describes the attack of a protic solvent molecule, surprisingly not at the copper but at the oxygen donor atom instead.