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

• 1934-92-5 N-methyl-N-phenyl-benzamide 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 7755-70-6 2-(methylamino)benzaldehyde 
• 100-39-0 benzyl bromide 
• 1020957-75-8 2-((benzyl)methylamino)benzaldehyde 
• 62-53-3 aniline 
• 65-85-0 benzoic acid 
• 538-51-2 benzylidene phenylamine 
• 103-84-4 Acetanilid 
• 66343-88-2 racemic benzyl-α-d₁ bromide 
• 100-61-8 N-methylaniline 
• 103-67-3 benzyl-methyl-amine 
• 758640-21-0 N-Benzylaniline 
• 75-05-8 acetonitrile 

Downstream Products

• 65591-22-2 2-chloro-N-methyl-N-phenylalanine 
• 579-10-2 N-acetyl-N-methylaniline 
• 1215-41-4 4-(benzyl(methyl)amino)benzaldehyde 
• 286958-01-8 C₂₀H₁₆Cl₂N₄O₂ 

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

Synthesis of N-heterocyclic carbene-Pd(II)-5-phenyloxazole complexes and initial studies of their catalytic activity toward the Buchwald-Hartwig amination of aryl chlorides

Three new N-heterocyclic carbene (NHC)-Pd(II) complexes using 5-phenyloxazole as the ancillary ligand have been obtained in moderate to good yields by a one-pot reaction of the corresponding imidazolium salts, palladium chloride and 5-phenyloxazole under mild conditions. Initial studies showed that one of the complexes is an efficient catalyst for the Buchwald-Hartwig amination of aryl chlorides with various secondary and primary amines under the varied catalyst loading of 0.01-0.05 mol%, thus it will enrich the chemistry of NHCs and give an alternative catalyst for the coupling of challenging while cost-low aryl chlorides.

Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3as a reductant

Herein, we report the first example of efficient reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3 as a catalyst and a reductant under mild conditions, affording various tertiary and secondary amines in excellent yields. A mechanistic study indicates that BH3N(C2H5)3 plays a dual function role of promoting imine and iminium formation and serving as a reductant in reductive amination. This journal is