4455-26-9

Usage

Uses

Used in Chemical Synthesis:
N-Methyldioctylamine is used as an intermediate in the synthesis of Bisoctyl Dimethyl Ammonium Chloride (B508880) for its role in the precipitation of silver ions. This application is particularly relevant in the field of chemistry, where it aids in the separation and purification of silver ions from various solutions.
Used in Nanotechnology:
In the field of nanotechnology, N-Methyldioctylamine may be applied to the novel formation of nanoprecipitations using a single reverse micellar system. This application takes advantage of the compound's ability to interact with and stabilize nanoparticles, which can be crucial in various nanotechnological applications, such as drug delivery, imaging, and sensing.
Used in Industrial Applications:
N-Methyldioctylamine, due to its organic base properties, can be utilized in various industrial applications where its ability to act as a catalyst or reagent is required. These applications may include the production of pharmaceuticals, agrochemicals, and other specialty chemicals that rely on the compound's unique chemical properties to facilitate specific reactions or processes.

Hazard

A severe skin irritant.

InChI:InChI=1/C17H37N/c1-4-6-8-10-12-14-16-18(3)17-15-13-11-9-7-5-2/h4-17H2,1-3H3

Upstream product

• 50-00-0 formaldehyd 
• 64-18-6 formic acid 
• 1120-48-5 n-dioctylamine 
• 111-85-3 n-chlorooctane 
• 74-89-5 methylamine 
• 67-56-1 methanol 
• 111-86-4 n-Octylamine 
• 7378-99-6 N,N-dimethyloctanamide 
• 2439-54-5 N-methyl-N-octylamine 
• 74-88-4 methyl iodide 
• 201230-82-2 carbon monoxide 
• 13125-66-1 n-heptylmagnesium bromide 
• 124-38-9 carbon dioxide 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 5538-94-3 N,N-dimethyl-N,N-dioctylammonium chloride 
• 16345-80-5 benzyl-methyl-dioctyl-ammonium; chloride 
• 106-95-6 allyl bromide 
• 124-07-2 Octanoic acid 
• 76058-03-2 N-Methyl-N-octyl-octanoylamid 
• 22643-20-5 N-benzyl-N-octyloctan-1-amine 
• 114085-35-7 N-benzoyl-n-dioctylamine 
• 1323125-70-7 C₇H₇O₃S^(1-)*C₁₉H₄₂N⁽¹⁺⁾ 
• 25198-71-4 Ala-Ala-Gly 
• 1050-28-8 (S)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid 

Relevant academic research and scientific papers

Halogen-free imidazolium/ammonium-bis(salicylato)borate ionic liquids as high performance lubricant additives

Halogen-free bis(salicylato)borate anion based ionic liquids having imidazolium and ammonium cations, were designed, synthesized, characterized and then evaluated as potential lubricant additives. Owing to the high polarity, high London dispersive forces

N-Methylation of amines and nitroarenes with methanol using heterogeneous platinum catalysts

We report herein the selective N-methylation of amines and nitroarenes with methanol under basic conditions using carbon-supported Pt nanoparticles (Pt/C) as a heterogeneous catalyst. This method is widely applicable to four types of N-methylation reactions: (1) N,N-dimethylation of aliphatic amines under N2, (2) N-monomethylation of aliphatic amines under 40 bar H2, (3) N-monomethylation of aromatic amines under N2, and (4) tandem synthesis of N-methyl anilines from nitroarenes and methanol under 2 bar H2. All these reactions under the same catalytic system showed high yields of the corresponding methylamines for a wide range of substrates, high turnover number (TON), and good catalyst reusability. Mechanistic studies suggested that the reaction proceeded via a borrowing hydrogen methodology. Kinetic results combined with density functional theory (DFT) calculations revealed that the high performance of Pt/C was ascribed to the moderate metal–hydrogen bond strength of Pt.

Method for selectively preparing N-monomethylamine compound

The invention discloses a method for selectively preparing an N-monomethylamine compound. The method takes an amine compound, formaldehyde and H2 as reaction raw materials; the raw materials react in a reaction medium in the presence of a compound catalyst at 30 DEG C-180 DEG C for 2h-48h, so as to obtain the N-monomethylamine compound; and the compound catalyst is composed of oxides of at least two of the following metal or oxides of least one of the following metal and at least one metal simple substance: aluminum, copper, nickel, cobalt and iron. According to the method for preparing the N-monomethylamine compound, the conversion ratio and the selectivity of N-monomethylamine are relatively high; the H2 is used as a reducing agent and is clean, cheap and environment-friendly; the catalyst utilized by the method is cheap, simple to prepare and high in catalysis efficiency; and the method has mild preparation and reaction conditions and the catalyst has no corrosiveness, is easy to separate and can be repeatedly used.

Contra-thermodynamic Hydrogen Atom Abstraction in the Selective C-H Functionalization of Trialkylamine N-CH3 Groups

We report a simple one-pot protocol that affords functionalization of N-CH3 groups in N-methyl-N,N-dialkylamines with high selectivity over N-CH2R or N-CHR2 groups. The radical cation DABCO+?, prepared in situ by oxidation of DABCO with a triarylaminium salt, effects highly selective and contra-thermodynamic C-H abstraction from N-CH3 groups. The intermediates that result react in situ with organometallic nucleophiles in a single pot, affording novel and highly selective homologation of N-CH3 groups. Chemoselectivity, scalability, and recyclability of reagents are demonstrated, and a mechanistic proposal is corroborated by computational and experimental results. The utility of the transformation is demonstrated in the late-stage site-selective functionalization of natural products and pharmaceuticals, allowing rapid derivatization for investigation of structure-activity relationships.

PROCESS FOR PRODUCING N-METHYL OR N,N-DIMETYL AMINES

A process for producing N-methyl or N,N-dimethyl amines, which comprises using amine compound, nitro-containing compound or nitrile compound as a starting material, carbon dioxide as a methylating agent and hydrogen gas as a reducing agent, and allowing them to react in a sealed reactor for 6 to 48 h in a reaction medium at a reaction temperature of 80 to 180 ° C. in the presence of a composite catalyst, so as to provide N-methyl or N,N-dimethyl amines. The process of the present invention is simple and under relative mild reaction conditions. By means of the process of the invention, the target products can be prepared at low cost with a high yield. The catalysts used have a high catalytic activity and can be separated from the reaction system simply and reused. Furthermore, the whole process of the present invention is environmental-friendly and facilitates the cycling use of carbon dioxide.

N-Methylation of amine and nitro compounds with CO2/H2 catalyzed by Pd/CuZrOx under mild reaction conditions

An active Pd/ZrCuOx catalyst was prepared for the reductive amination of CO2. The N-methylation of amines and nitro compounds with CO2/H2 can be realized with up to 97% yield under relatively mild reaction condi

Methylation of secondary amines with dialkyl carbonates and hydrosilanes catalysed by iron complexes

Methylation of secondary amines was achieved using dimethyl carbonate or diethyl carbonate as the C1 source under the catalysis of well-defined half-sandwich iron complexes bearing an N-heterocyclic carbene ligand. The reaction proceeded under mild conditions in the presence of hydrosilanes as the reductants, and the amines were obtained with good to excellent isolated yields. This journal is

Methylation of amines, nitrobenzenes and aromatic nitriles with carbon dioxide and molecular hydrogen

CO2/H2 was successfully employed in alkylation reactions by performing CO2 reduction and amine N-methylation in one-pot. In the presence of a simple CuAlOx catalyst, N-methyl or N,N-dimethyl amines with different structures can be selectively synthesized with up to 96% yields by applying amine, nitrobenzene and nitrile as starting materials.

Efficient synthesis of tertiary amines from secondary amines

Reliable N-alkylations of secondary amines have been developed. By using DIAD and TPP (or PS-TPP) a variety of secondary amines can be converted to the corresponding tertiary amines in good to excellent yields with diverse alkylhalides; no formation of quaternary amine salts are observed. These protocols are amenable to combinatorial chemistry libraries, and are also useful for the syntheses of secondary amines by an acid lysis of the cleavable tertiary amino resins.

Soluble polymer bound cleavage reagents: A multipolymer strategy for the cleavage of tertiary amines from REM resin

(equation presented) Soluble polymer bound reagent 1 has been prepared to cleave tertiary amines from REM resin. Normally, amines cleaved from REM resin require extraction or chromatography to remove excess cleavage reagent and its byproducts. The solubility profile of non-crosslinked polystyrene (NCPS) based reagent 1 eliminates the need for such purification and allows for the direct isolation of a library of pure tertiary amines through simple filtration and concentration operations.