614-30-2

Basic information

• Product Name: N-METHYL-N-BENZYLANILINE
• Synonyms: METHYLBENZYLANILINE;n-methyl-n-phenyl-benzenemethanamin;N-methyl-N-phenyl-Benzenemethanamine;N-Methyl-N-benzylanilin;Benzylmethylphenylamine;N-Phenyl-N-methylbenzylamine;N-methyl-N-(phenylmethyl)aniline;N-METHYL-N-BENZYLANI
• CAS NO: 614-30-2
• Molecular Formula: C₁₄H₁₅N
• Molecular Weight: 197.28
• EINECS: 210-375-4
• Product Categories: Intermediates of Dyes and Pigments;organic chemical
• Mol File: 614-30-2.mol
• Article Data: 188

Chemical Properties

• Melting Point: 9.3°C
• Boiling Point: 318 °C(lit.)
• Flash Point: 110 °C
• Appearance: Clear yellow to amber liquid
• Density: 1.04 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000416mmHg at 25°C
• Refractive Index: n20/D 1.605(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: 0.009g/l
• PKA: 4.38±0.50(Predicted)
• CAS DataBase Reference: N-METHYL-N-BENZYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYL-N-BENZYLANILINE(614-30-2)
• EPA Substance Registry System: N-METHYL-N-BENZYLANILINE(614-30-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• Hazardous Substances Data: 614-30-2(Hazardous Substances Data)

Usage

Description

N-METHYL-N-BENZYLANILINE, also known as N-Benzyl-N-methylaniline, is a tertiary amine that serves as a valuable building block in the chemical industry. It is characterized by its unique molecular structure, which allows for various synthetic applications and reactions.

Uses

Used in Pharmaceutical Industry:
N-METHYL-N-BENZYLANILINE is used as a synthetic building block for the preparation of fused tetrahydroquinolines. These compounds are of significant interest in the pharmaceutical industry due to their potential therapeutic properties and applications in the development of new drugs.
Used in Chemical Synthesis:
N-METHYL-N-BENZYLANILINE is used as a synthetic intermediate for the production of various organic compounds. Its unique structure allows for a wide range of reactions, making it a versatile component in the synthesis of different chemical products.
Used in Research and Development:
N-METHYL-N-BENZYLANILINE is employed as a research compound in the field of organic chemistry. It is utilized in the development of new synthetic methods, the study of reaction mechanisms, and the exploration of novel chemical properties.

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 2677, 1995 DOI: 10.1021/jo00114a014

InChI:InChI=1/C14H15N/c1-15(14-10-6-3-7-11-14)12-13-8-4-2-5-9-13/h2-11H,12H2,1H3

Upstream product

• 131916-59-1 N,N-dibenzyl-N-methyl-anilinium; iodide 
• 65-85-0 benzoic acid 
• 100-61-8 N-methylaniline 
• 50-00-0 formaldehyd 
• 758640-21-0 N-Benzylaniline 
• 101292-66-4 N-benzyl-N-phenyl-O-allylhydroxylamine 
• 75-24-1 trimethylaluminum 
• 100-52-7 benzaldehyde 
• 62-53-3 aniline 
• 103-67-3 benzyl-methyl-amine 
• 7732-18-5 water 
• 1934-92-5 N-methyl-N-phenyl-benzamide 
• 591-50-4 iodobenzene 
• 100-51-6 benzyl alcohol 

Downstream Products

• 131719-59-0 4-(benzyl-methyl-amino)-benzyl alcohol 
• 25458-39-3 methylallylbenzylphenylammonium iodide 
• 1215-41-4 4-(benzyl(methyl)amino)benzaldehyde 
• 883-93-2 2-Phenylbenzothiazole 
• 16547-01-6 N-Benzyl-N-methylaniline N-oxide 
• 104226-37-1 N-benzyl-N-methyl-4-nitroaniline 
• 100709-10-2 N-methyl-N-4-bromophenylbenzylamine 
• 6387-18-4 3-(N-methyl-anilinomethyl)-benzenesulfonic acid 
• 1024-03-9 methylallylbenzylphenylammonium bromide 
• 131916-59-1 N,N-dibenzyl-N-methyl-anilinium; iodide 
• 25458-36-0 N-benzyl-N,N-dimethyl-anilinium; iodide 
• 23145-45-1 (benzyl)di(methyl)(phenyl)ammonium bromide 
• 614-00-6 N-methyl-N-nitrosoaniline 
• 51570-52-6 o-methylaminodiphenylmethane 

Relevant articles and documents

Iridium/graphene nanostructured catalyst for the: N -alkylation of amines to synthesize nitrogen-containing derivatives and heterocyclic compounds in a green process

A facile iridium/graphene-catalyzed methodology providing an efficient synthetic route for C-N bond formation is reported. This catalyst can directly promote the formation of C-N bonds, without pre-activation steps, and without solvents, alkalis and other additives. This protocol provides a direct N-alkylation of amines using a variety of primary and secondary alcohols with good selectivity and excellent yields. Charmingly, the use of diols resulted in intermolecular cyclization of amines, and such products are privileged structures in biologically active compounds. Two examples illustrate the advantages of this catalyst in organic synthesis: the tandem catalysis to synthesize hydroxyzine, and the intermolecular cyclization to synthesize cyclizine. Water is the only by-product, which makes this catalytic process sustainable and environmentally friendly. This journal is

CO2-tuned highly selective reduction of formamides to the corresponding methylamines

We herein describe an efficient, CO2-tuned and highly selective C-O bond cleavage of N-methylated formanilides. With easy-to-handle and commercially available NaBH4 as the reductant, a variety of formanilides could be turned into the desired tertiary amines in moderate to excellent yields. The role of CO2 has been investigated in detail, and the mechanism is proposed on the basis of experiments.

Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor-Acceptor Complexes

A catalyst-free, stereoselective visible-light-driven annulation reaction between alkenes and N,N-substituted dialkyl anilines for the synthesis of substituted tetrahydroquinolines is presented. The reaction is driven by the photoexcitation of an electron donor-acceptor (EDA) complex, and the resulting products are obtained in good to high yields with complete diastereoselectivity. Mechanistic rationale and photochemical characterization of the EDA-complex are provided.