4597-81-3

Usage

InChI:InChI=1/C23H24N2/c1-4-10-20(11-5-1)18-24-16-17-25(19-21-12-6-2-7-13-21)23(24)22-14-8-3-9-15-22/h1-15,23H,16-19H2

Upstream product

• 100-52-7 benzaldehyde 
• 140-28-3 N,N'-Dibenzylethylenediamine 
• 107-15-3 ethylenediamine 
• 111-44-4 3-oxa-1,5-dichloropentane 
• 622-29-7 N-Benzylidenemethylamine 
• 23229-37-0 1,3-dimethyl-2-phenylimidazolidine 
• 102950-52-7 1,3-dibenzyl-2-phenyl-hexahydro-pyrimidine 
• 10239-34-6 N,N'-dibenzyl-1,3-diaminopropane 
• 63674-16-8 N,N'-bisbenzylidene-1,3-diaminopropane 
• 191480-61-2 (±)-trans-N,N'-dibenzylcyclohexane-1,2-diamine 

Downstream Products

• 100-52-7 benzaldehyde 
• 140-28-3 N,N'-Dibenzylethylenediamine 
• 65838-45-1 N,N'-(cyclohexane-1,2-diyl)bis(1-phenylmethanimine) 
• 1043893-48-6 cis-(1R,2S)-N,N'-dibenzylcyclohexane-1,2-diamine 
• 1271736-28-7 C₂₅H₂₈N₂O 
• 1043893-52-2 1,3-dibenzyl-2-phenyloctahydro-1H-benzoimidazole 
• 1271736-30-1 C₂₉H₄₂N₂ 
• 1271736-31-2 C₂₉H₃₈N₂ 
• 1271736-32-3 C₃₀H₄₀N₂ 
• 1271736-33-4 C₂₉H₃₄N₂ 
• 1271736-35-6 C₃₀H₃₆N₂ 
• 1271736-36-7 C₃₀H₄₄N₂ 
• 1271736-40-3 C₃₀H₃₈N₂ 
• 1271736-41-4 C₃₁H₄₆N₂ 

Relevant academic research and scientific papers

Activated release of bioactive aldehydes from their precursors embedded in electrospun poly(lactic acid) nonwovens

Hexanal and benzaldehyde are naturally-occurring aroma compounds from plants with enzyme-inhibition and antimicrobial properties. Although useful for food preservation applications, the end-use of these compounds can be challenging due to their volatility

PRO-PERFUME COMPOSITIONS

The present invention relates to a perfuming composition comprising at least two properfume compounds selected from the group consisting of a pro-perfume compound releasing a perfume compound upon exposure to light, a pro-perfume compound releasing a perf

The effect of the nitrogen non-bonding electron pair on the NMR and X-ray in 1,3-diazaheterocycles

The effect of the nitrogen nonbonding electron pair on the 1JC,H values of 1,3-diazaheterocycles was analyzed and compared to 1,5-diazabiciclo[3.2.1]octanes, which have a restricted conformation. The 1JC,H values were measured by observing the 13C satellites in the 1H NMR spectra and then determining the 1H-coupled 13C NMR spectra. The 1JC,H values are 10 Hz larger when the α-hydrogen is synperiplanar rather than antiperiplanar to the nonbonding electron pair on the nitrogen, which serves as experimental evidence of the orbital n N→σC,Hap interactions. In addition, the homoanomeric effect from the interactions of the nitrogen lone pair with the antibonding orbital of the equatorial hydrogen, which was in the β position, was discussed (nN→σC(β),H eq).

Reversible aminal formation: Controlling the evaporation of bioactive volatiles by dynamic combinatorial/covalent chemistry

Dynamic mixtures generated by reversible aminal formation efficiently prolong the duration of evaporation of bioactive volatile aldehydes. Secondary diamines used for the generation of dynamic mixtures are obtained by treatment of primary diamines with carbonyl compounds and reduction of the diimines with NaBH4. The reversibilities of the reactions were demonstrated by NMR measurements in buffered aqueous solutions. Kinetic rate constants and equilibrium constants for the formation and hydrolysis of aminals were determined. The performance of dynamic mixtures as delivery systems for perfumery ingredients was tested after deposition onto cotton, and the long-lastingness of fragrance evaporation was investigated by dynamic headspace analysis against a reference sample. The simplicity of the concept together with its excellent performance makes this delivery system highly interesting for applied perfumery. Reversible aminal formation might also be successfully applicable to dynamic combinatorial/covalent chemistry for screening of pharmaceutically or catalytically active ligands and receptors. The evaporation of bioactive volatiles that are emitted from flowers to attract insects and that are used as fragrances in our everyday life is limited in time. Dynamic mixtures obtained by reversible aminal formation of suitably designed diamines with volatile aldehydes prolong the perception of these compounds in functional perfumery.

Reversible formation of aminals: A new strategy to control the release of bioactive volatiles from dynamic mixtures

Dynamic mixtures generated by reversible aminal formation of fragrance aldehydes with N,N′-dibenzyl alkyldiamines in aqueous systems were found to be suitable delivery systems for the controlled release of bioactive volatiles. The Royal Society of Chemistry 2010.

CONTROLLED RELEASE OF ACTIVE ALDEHYDES AND KETONES FROM EQUILIBRATED DYNAMIC MIXTURES

The present invention concerns a dynamic mixture obtained by combining, in the presence of water, at least one diamine derivative, comprising at least one benzylamine moiety, with at least one active aldehyde or ketone. The invention's mixture is capable of releasing in a controlled and prolonged manner said active compound, in particular perfuming ingredients, in the surrounding environment.

Competitive amide hydrolysis in mono- and diformylated ethylenediamines

Alkaline hydrolysis of formylated ethylenediamines of the general structure R1-N(X)-CH2CH2-N(CHO)-R2 (R 1, R2 = H, benzyl, benzoyl; X = H, CHO) was studied in mild conditions. Breaking of the N-C amide bonds took place easily for HN-CHO or (benzoyl)N-CHO, hardly for (benzyl)N-CHO, and did not occur at all for N-COPh. Generally speaking, the various amide bonds underwent hydrolysis according to the following qualitative order of increasing reactivity: PhCO-N(H or alkyl)(alkyl or CHO) ?HCO-N(alkyl)2 1H- and 13C-NMR features of all compounds of interest are presented and discussed. Hindered rotation about the C-N amide bond(s) caused E/Z isomerism in mono- and diformylated derivatives.

Preparation of aminals in water

Aminals, which are used as protecting groups in syntheses and are part of many biologically active compounds, are normally prepared from aldehydes and diamines under conditions that remove water in order to shift the equilibrium to the side of the aminal.

Synthesis of N,N'-Dibenzylethylenediamine via Palladium-Carbon-catalysed Reductive Alkylation

Reductive alkylation of ethylenediamine with benzaldehyde and hydrogen in the presence of Pd-C has been investigated in order to optimize the synthesis of N,N'-dibenzylethylenediamine; the efficiency of the procedure has been improved by minimizing undesired competing reactions of cyclization and hydrogenolysis.

BORANE-TETRAHYDROFURAN AS A USEFUL REAGENT IN THE N-MONOALKYLATION OF AMINES AND AMINOALCOHOLS BY CARBONYL COMPOUNDS.

A new procedure for the high-yield N-monoalkylation of primary aromatic and aliphatic amines is described.