79937-92-1

Usage

Uses

Used in Organic Synthesis:
2,6-diethyl-N-[(E)-phenylmethylidene]aniline is used as a key intermediate in the synthesis of various organic compounds. Its specific structural features allow it to participate in a range of chemical reactions, facilitating the creation of diverse molecules with potential applications across different industries.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2,6-diethyl-N-[(E)-phenylmethylidene]aniline is utilized as a building block for the development of new drugs. Its unique structure can be incorporated into medicinal compounds to target specific biological pathways, potentially leading to the discovery of novel therapeutic agents.
Used in Agrochemical Formulation:
2,6-diethyl-N-[(E)-phenylmethylidene]aniline also finds application in the agrochemical sector, where it is employed in the formulation of pesticides and other crop protection products. Its chemical properties can be leveraged to enhance the effectiveness of these products, contributing to improved agricultural yields and pest control.
Environmental and Health Considerations:
Given its potential toxicity, 2,6-diethyl-N-[(E)-phenylmethylidene]aniline is subject to regulation and monitoring to minimize its impact on the environment and human health. Strict safety measures and disposal protocols are necessary to ensure that its use in various applications does not lead to adverse effects on ecosystems or public health.

Upstream product

• 579-66-8 2,6-diethylaniline 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 100-46-9 benzylamine 

Downstream Products

• 78666-87-2 2-(2,6-diethyl-phenyl)-isoindolin-1-one 

Relevant academic research and scientific papers

Unprecedented Copper(II) Complex with a Topoquinone-like Moiety as a Structural and Functional Mimic for Copper Amine Oxidase: Role of Copper(II) in the Genesis and Amine Oxidase Activity

Copper amine oxidase (CAO), consisting of the topoquinone (TPQ) cofactor, catalyzes the oxidation of primary amines to aldehyde. We have successfully addressed this issue through isolation of a copper complex which mimics the active-site structure as well as the function of CAO. This inimitable complex, consisting of two TPQ-like side-arms, formed by ambient aerial oxidation of a precursor Schiff base complex, is the most efficient homogeneous catalyst for quantitative oxidation of primary benzylic amines to corresponding secondary imines under ambient conditions within 30 min. The longstanding contention of actual involvement of Cu(II) in the catalysis is resolved through quenching experiments of Cu(II) superoxo species and detailed density functional theory studies.

Synthesis of Imines via Reactions of Benzyl Alcohol with Amines Using Half-Sandwich (η6-p-cymene) Ruthenium(II) Complexes Stabilised by 2-aminofluorene Derivatives

A new class of half-sandwich (η6-p-cymene) ruthenium(II) complexes supported by 2-aminofluorene derivatives [Ru(η6-p-cymene)(Cl)(L)] (L?=?2-(((9H-fluoren-2-yl)imino)methyl)phenol (L1), 2-(((9H-fluoren-2-yl)imino)methyl)-3-methoxyphenol (L2), 1-(((9H-fluoren-2-yl)imino)methyl)naphthalene-2-ol (L3) and N-((1H-pyrrol-2-yl)methylene)-9H-fluorene-2-amine (L4)) were synthesized. All compounds were fully characterized by analytical and spectroscopic techniques (IR, UV–Vis, NMR) and also by mass spectrometry. The solid state molecular structures of the complexes [Ru(η6-p-cymene)(Cl)(L2)], [Ru(η6-p-cymene)(Cl)(L3)] and [Ru(η6-p-cymene)(Cl)(L4)] revealed that the 2-aminofluorene and p-cymene moieties coordinate to ruthenium(II) in a three-legged piano-stool geometry. The synthesized complexes were used as catalysts for the dehydrogenative coupling of benzyl alcohol with a range of amines (aliphatic, aromatic and heterocyclic). The reactions were carried out under thermal heating, ultrasound and microwave assistance, using solvent or solvent free conditions, and the catalytic performance was optimized regarding the solvent, the type of base, the catalyst loading and the temperature. Moderately high to very high isolated yields were obtained using [Ru(η6-p-cymene)(Cl)(L4)] at 1?mol%. In general, microwave irradiation produced better yields than the other two techniques irrespective of the nature of the substituents.

THERMODYNAMIC DISSECTION OF SOLVENT EFFECTS IN THE SCHIFF REACTION

Rate constants for the reactions of p-substituted benzaldehydes with aniline and some 2-alkyl- and 2,6-dialkylanilines to give imines have been measured in acetonitrile and N,N-dimethylformamide at 25 and 75 deg C.The contributions of solvation energies to the free energy of activation have been measured at 25 deg C in cyclohexane, carbon tetrachloride, methanol, N,N-dimethylformamide, acetonitrile, ethylene glycol, dimethyl sulphoxide and N-methylformamide for the reaction of benzaldehyde and aniline.The observed reactivity depends on both polar and steric effects of the alkyl groups.Thermodynamic dissection of solvent effects points out that acidic or basic properties of solvents are important features in determining the rate of the process.However, the changeover of the rate-limiting step from the formation of the intermediate α-amino alcohol (with electron-donating groups) to its dehydration (with electron-withdrawing substituents) seems scarcely affected by solvent variations. 1H NMR measurements in dimethyl sulphoxide allowed the detection of the intermediate α-amino alcohol.