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
• Article Data: 2

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

General Description

4-(2-methylamino-ethyl)-phenylamine is a chemical compound with the molecular formula C10H15N. It is an aromatic amine with a phenyl group attached to an ethylamine chain that contains a methylamino group. This chemical is commonly used as an intermediate in the synthesis of various pharmaceuticals, dyes, and other organic compounds. It has a variety of industrial applications, including as a precursor to the production of rubber accelerators and UV stabilizers. The compound is also used in research and development as a building block for the creation of novel molecules with potential therapeutic and industrial uses. Overall, 4-(2-methylamino-ethyl)-phenylamine is a versatile and important chemical with widespread application in the manufacturing and scientific communities.

Upstream product

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