1271-86-9

Usage

Uses

Used in Pharmaceutical Industry:
N,N-Dimethylaminomethylferrocene is used as an active pharmaceutical ingredient for its potential therapeutic effects. Its unique structure and chemical properties allow it to interact with biological systems in ways that can be harnessed for medicinal purposes. The specific application reason for its use in this industry is due to its ability to serve as a building block or modifier in the development of new drugs or drug delivery systems.

InChI:InChI=1/C8H13N/c1-9(2)7-8-5-3-4-6-8/h3-6,8H,7H2,1-2H3/p+1

Upstream product

• 264191-78-8 [Fe(η5-C5H5)(η5-C5H3(CH2NMe2)-2)-C,N]2Pb 
• 102-54-5 ferrocene 
• 50-00-0 formaldehyd 
• 124-40-3 dimethyl amine 
• 51-80-9 bis-(dimethylamino)methane 
• 1273-86-5 1-ferrocenylmethanol 
• 69661-83-2 bis(ferrocenylmethyl)ether 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 12093-10-6 ferrocenecarboxaldehyde 
• 82397-05-5 [Fe(C₅H₅)(C₅H₄CH(OC(CH₃)3)N(CH₃)2)] 
• 7647-01-0 hydrogenchloride 
• 7783-06-4 hydrogen sulfide 
• 13292-87-0 dimethyl sulfide borane 

Downstream Products

• 263571-90-0 1-(pentafluorophenyl)-2-(N,N-dimethylaminomethyl)ferrocene 
• 216961-83-0 bis(ferrocenylmethyl)dimethylammonium tetraphenylborate 
• 213330-49-5 cis-PtCl2(PhCN)(η-C5H5)Fe(η-C5H4CH2NMe2) 
• 937168-68-8 racemic 1-dichlorophosphanyl-2-N,N-dimethylaminomethylferrocene 
• 1202711-21-4 [(C₅H₅)Fe((CH₃)2NCH₂C₅H₃B(C₆H₂(CH₃)3)2)] 

Relevant academic research and scientific papers

MASS SPECTROMETRY OF ?-COMPLEXES OF TRANSITION METALS XX. DIMETHYLAMINOALKYL DERIVATIVES OF FERROCENE AND CYMANTRENE; THE DETERMINATION OF THE DISTRIBUTION AND THE TOTAL CONTENT OF DEUTERIUM LABEL

The mass spectrometry behaviour of dimethylaminomethyl- and α-(dimethyl-amino)ethyl derivatives of cymantrene and ferrocene, their iodine methylates as well as of the deutero analogues of these compounds has been studied.It has been shown that mass spectr

Darstellung und Charakterisierung von -Verbindungen des Titaniums, Zirconiums und Hafniums

5-C5H5)2MCl2 and (η5-C5Me5)2TiCl2 to give (η5-C5H5)2M(FcN)2 and (η5-C5Me5)2Ti(FcN)Cl (M=Ti, Zr, Hf; FcN=2-(dimethylaminomethyl)ferrocenyl).The compounds w

Ionic liquids as precursors for efficient mesoporous iron-nitrogen-doped oxygen reduction electrocatalysts

A ferrocene-based ionic liquid (Fe-IL) is used as a metal-containing feedstock with a nitrogen-enriched ionic liquid (N-IL) as a compatible nitrogen content modulator to prepare a novel type of non-precious-metal-nitrogen-carbon (M-N-C) catalysts, which feature ordered mesoporous structure consisting of uniform iron oxide nanoparticles embedded into N-enriched carbons. The catalyst Fesup10/sup@NOMC exhibits comparable catalytic activity but superior long-term stability to 20 wt% Pt/C for ORR with four-electron transfer pathway under alkaline conditions. Such outstanding catalytic performance is ascribed to the populated Fe (Feinf3/infOinf4/inf) and N (N2) active sites with synergetic chemical coupling as well as the ordered mesoporous structure and high surface area endowed by both the versatile precursors and the synthetic strategy, which also open new avenues for the development of M-N-C catalytic materials.

-Verbindungen des Zinks, Cadmiums und Quecksilbers

The (FcN)2M complexes (M=Zn, Cd, Hg; FcN=2-(dimethylaminomethyl)ferrocenyl) and FcNHgCl were synthesized from FcNLi and the corresponding metal halides.All compounds were characterized by elementary analyses. 1H and 13C NMR, IR and mass spectra.

Propargyloxy- and allenyloxymethylferrocenes: Synthesis and oligomerization

Propargyloxymethylferrocene has been synthesized by the modified reaction of available N,N-dimethylaminomethylferrocene with propargyl alcohol in the presence of dichloroethane and NaOH, the yield reaching 99.6%. The rapid prototropic isomerization of pro

Controlled Reduction of Carboxamides to Alcohols or Amines by Zinc Hydrides

New protocols for controlled reduction of carboxamides to either alcohols or amines were established using a combination of sodium hydride (NaH) and zinc halides (ZnX2). Use of a different halide on ZnX2 dictates the selectivity, wherein the NaH-ZnI2 system delivers alcohols and NaH-ZnCl2 gives amines. Extensive mechanistic studies by experimental and theoretical approaches imply that polymeric zinc hydride (ZnH2)∞ is responsible for alcohol formation, whereas dimeric zinc chloride hydride (H?Zn?Cl)2 is the key species for the production of amines.

Enantiopure Ferrocene-Based Planar-Chiral Iridacycles: Stereospecific Control of Iridium-Centred Chirality

Reaction of [IrCp?Cl2]2 with ferrocenylimines (Fc=NAr, Ar=Ph, p-MeOC6H4) results in ferrocene C-H activation and the diastereoselective synthesis of half-sandwich iridacycles of relative configuration Sp?,RIr?. Extension to (S)-2-ferrocenyl-4-(1-methylethyl)oxazoline gave highly diastereoselective control over the new elements of planar chirality and metal-based pseudo-tetrahedral chirality, to give both neutral and cationic half-sandwich iridacycles of absolute configuration Sc,Sp,RIr. Substitution reactions proceed with retention of configuration, with the planar chirality controlling the metal-centred chirality through an iron-iridium interaction in the coordinatively unsaturated cationic intermediate.

Synthesis of versatile intermediates of the ferrocene series: Reductive amination of ferrocenecarbaldehyde

Reductive amination of ferrocenecarbaldehyde with several primary and secondary amines in the presence of sodium triacetoxyborohydride was studied. This method was used for the synthesis of new ferrocenylmethylamines, viz., N-(ferrocenylmethyl)isoleucine methyl ester, N,N-bis(ferrocenylmethyl)glycine ethyl ester, and N-(3,5-dibenzyloxybenzyl)-N-(ferrocenylmethyl)methylamine. The latter is a potential precursor of a dendrimer with the chiral ferrocenyl plane in the core.

Highly efficient reduction of ferrocenyl derivatives by borane

Borane, as a DMS or a THF complex, can efficiently reduce a large range of ferrocenyl derivatives (aldehydes, ketones, ethers, acetals, carboxylic acids, esters,...) if they bear at least one oxygen at a carbon at the α position. On the contrary, similar molecules, which contain nitrogen instead of oxygen, do not react with borane.

Synthesis and Characterization of a Stable Organolead(II) Compound: Bis[2-(N,N-dimethylaminomethyl)ferrocenyl]lead

The reaction of {C,N-[Fe(η5-C5H5)(η5-C 5H3-(CH2NMe2)-2)]}Li, [FcN]Li, with PbCl2 yields the new stable tetracoordinated diorganolead(II) compound [FcN]2Pb, 1, as a mixture of two diastereomers. In the solid state only the meso-diastereomer exists, which crystallizes in two polymorphs, P21/c and C2/c. The ratio of meso / rac-diastereomers in solution is solvent- and temperature-dependent, consistent with an intermolecular exchange between diastereomers. This is the very first observation of such an exchange for lead(II) compounds. An intramolecular exchange process is responsible for equivalency of both FcNgroups in solution. The NMR measurements of 1 revealed the authentic spectroscopical data: 13C-207Pb coupling constants in solid-state 13C NMR spectra.