32868-32-9

Basic information

• Product Name: 4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE
• Synonyms: 4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE;Benzeneethanamine, 4-amino-N-methyl- (9CI);4-AMino-N-MethylphenethylaMine;4-(2-(methylamino)ethyl)aniline
• CAS NO: 32868-32-9
• Molecular Formula: C₉H₁₄N₂
• Molecular Weight: 150.22
• Product Categories: AMINEPRIMARY
• Mol File: 32868-32-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE(32868-32-9)
• EPA Substance Registry System: 4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE(32868-32-9)

Safety Data

• Hazardous Substances Data: 32868-32-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Dye Industry:
In the dye industry, 4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE is used as a precursor in the production of dyes, playing a significant role in the creation of colorants for textiles, plastics, and other materials.
Used in Rubber Industry:
4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE is used as a precursor to the production of rubber accelerators, which are essential in the manufacturing process of rubber products to enhance their properties and performance.
Used in Plastics Industry:
In the plastics industry, 4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE is utilized as a precursor for UV stabilizers, which protect plastics from degradation caused by exposure to ultraviolet radiation, thereby extending their lifespan and maintaining their integrity.
Used in Research and Development:
4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE is used as a building block in research and development for the creation of novel molecules with potential therapeutic and industrial applications, driving innovation in chemical and material sciences.

Upstream product

• 144222-20-8 2-4-aminophenylethylcarbamic acid methyl ester 
• 13472-00-9 p-Aminophenethylamine 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 85176-42-7 3-(3-{[2-(4-Amino-phenyl)-ethyl]-methyl-amino}-propyl)-7,8-dimethoxy-1,3-dihydro-benzo[d]azepin-2-one 

Relevant articles and documents

Synthesis of methyl carbamates from primary aliphatic amines and dimethyl carbonate in supercritical CO2: Effects of pressure and cosolvents and chemoselectivity

(Chemical Equation Presented) At 130 °C, in the presence of CO 2 (5-200 bar), primary aliphatic amines react with dimethyl carbonate (MeOCO2Me, DMC) to yield methyl carbamates (RNHCO2Me) and N-methylation side-products (RNHMe and RNMe2). The pressure of CO2 largely influences both the reaction conversion and the selectivity toward urethanes: in general, conversion goes through a maximum (70-80%) in the midrange (40 bar) and drops at lower and higher pressures, whereas selectivity is continuously improved (from 50% up to 90%) by an increase of the pressure. This is explained by the multiple role of CO2 in (i) the acid/base equilibrium with aliphatic amines, (ii) the reactivity/solubility of RNHCO2- nucleophiles with/in DMC, and (iii) the inhibition of competitive N-methylation reaction of the substrates. Cosolvents also affect the reaction: in particular, a drop in selectivity is observed with polar protic media (i.e., MeOH), plausibly because of solvation effects (through H-bonds) of RNHCO2- moieties. The reaction shows also a good chemoselectivity: bifunctional aliphatic amines bearing either aromatic NH2 or OH substituents [XC6H4(CH2)nNH2, X = NH2, OH; n = 1 2], undergo methoxycarbonylation reactions exclusively at aliphatic amino groups and give the corresponding methyl carbamates [XC 6H4(CH2)nNHCO2Me] in 39-65% isolated yields.

A simple method of protecting a secondary amine with tert butyloxycarbonyl (BOC) in the presence of a primary amine

A simple method for chemically differentiating primary and secondary amines is described in which the primary amine is condensed with benzaldehyde to form an imine leaving the secondary amine available to be protected with BOC. The imine is then hydrolyze