42142-17-6

Basic information

• Product Name: 1-o-Tolylethylamine
• Synonyms: 1-(o-Tolyl)ethanaMine;1-o-Tolylethylamine;BenzeneMethanaMine, .alpha.,2-diMethyl-
• CAS NO: 42142-17-6
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.21
• Product Categories: Amines and Anilines
• Mol File: 42142-17-6.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 209.3 °C at 760 mmHg
• Flash Point: 84.6 °C
• Appearance: /
• Density: 0.945 g/cm³
• Vapor Pressure: 0.204mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: 2-8°C
• PKA: 9.22±0.10(Predicted)
• CAS DataBase Reference: 1-o-Tolylethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-o-Tolylethylamine(42142-17-6)
• EPA Substance Registry System: 1-o-Tolylethylamine(42142-17-6)

Safety Data

• Hazardous Substances Data: 42142-17-6(Hazardous Substances Data)

Usage

Description

1-o-Tolylethylamine, also known as 1-(2-Methylphenyl)ethanamine, is an organic compound with the chemical formula C8H11N. It is a derivative of ethylamine, featuring a methyl group attached to a phenyl ring. 1-o-Tolylethylamine is characterized by its amine functional group, which contributes to its reactivity and potential applications in various chemical processes.

Uses

Used in Pharmaceutical Industry:
1-o-Tolylethylamine is used as a key intermediate in the synthesis of macamides analogs for its role as a TNF-α inhibitor. This application is significant in the development of anti-inflammatory drugs, as TNF-α is a cytokine involved in systemic inflammation and a target for various therapeutic interventions.
Used in Chemical Research:
1-o-Tolylethylamine serves as a valuable compound for the synthesis and screening of macamides analogs, which are essential in advancing the understanding of their structure-activity relationships and potential therapeutic effects. This application is crucial for the discovery and optimization of new drug candidates with improved efficacy and safety profiles.

InChI:InChI=1/C9H13N/c1-7-5-3-4-6-9(7)8(2)10/h3-6,8H,10H2,1-2H3

Upstream product

• 35106-85-5 4-methyl-1,4-dihydro-benzo[d][1,2]oxazine-3-carboxylic acid ethyl ester 
• 35050-24-9 2-(vinyl)benzyl acetate 
• 42071-03-4 N-(1-(o-tolyl)ethyl)formamide 
• 7287-82-3 1-O-tolyl-ethanol 
• 35106-87-7 1-o-tolylethanamine hydrochloride 
• 194024-39-0 N-benzyl-1-(o-tolyl)ethan-1-amine 
• 1307727-86-1 1-phenyl-N-(1-(o-tolyl)ethylidene)methanamine 
• 60-29-7 diethyl ether 
• 577-16-2 2-Methylacetophenone 
• 35106-83-3 o-(α-Bromoethyl)benzylalkoholacetat 
• 35106-84-4 1-bromomethyl-2-(α-bromoethyl)benzene 
• 74-88-4 methyl iodide 
• 59961-18-1 2-isothiochroman-4-one oxime 
• 64-17-5 ethanol 

Downstream Products

• 76279-30-6 (-)-(S)-1-(2-methylphenyl)ethylamine 
• 105615-45-0 [(1R)-1-(2-methylphenyl)ethyl]amine 
• 1332827-98-1 (S)-2,2,2-trifluoro-N-(1-(2-(methyl)phenyl)ethyl)acetamide 
• 856562-88-4 (R)-1-o-tolylethanamine hydrochloride 
• 1332832-16-2 (S)-1-(2-methylphenyl)ethanamine hydrochloride 
• 35106-87-7 1-o-tolylethanamine hydrochloride 
• 1207166-30-0 (R)-2,2,2-trifluoro-N-(1-(2-(methyl)phenyl)ethyl)acetamide 
• 194024-39-0 N-benzyl-1-(o-tolyl)ethan-1-amine 
• 25654-69-7 (9Z,12Z)-N-(1-(o-tolyl)ethyl)octadeca-9,12-dienamide 
• 611-14-3 2-Ethyltoluene 
• 577-16-2 2-Methylacetophenone 

Relevant articles and documents

The Synthesis of Primary Amines through Reductive Amination Employing an Iron Catalyst

The reductive amination of ketones and aldehydes by ammonia is a highly attractive method for the synthesis of primary amines. The use of catalysts, especially reusable catalysts, based on earth-abundant metals is similarly appealing. Here, the iron-catalyzed synthesis of primary amines through reductive amination was realized. A broad scope and a very good tolerance of functional groups were observed. Ketones, including purely aliphatic ones, aryl–alkyl, dialkyl, and heterocyclic, as well as aldehydes could be converted smoothly into their corresponding primary amines. In addition, the amination of pharmaceuticals, bioactive compounds, and natural products was demonstrated. Many functional groups, such as hydroxy, methoxy, dioxol, sulfonyl, and boronate ester substituents, were tolerated. The catalyst is easy to handle, selective, and reusable and ammonia dissolved in water could be employed as the nitrogen source. The key is the use of a specific Fe complex for the catalyst synthesis and an N-doped SiC material as catalyst support.

Axial stereocontrol in: Tropos dibenz [c, e] azepines: The individual and cooperative effects of alkyl substituents

6,7-Dihydro-5H-dibenz[c,e]azepines, a class of secondary amine incorporating a centre-axis chirality relay, can be prepared from N-(2-bromobenzyl)-N-(1-arylalkyl)methanesulfonamides via Pd-catalysed intramolecular direct arylation, and methylated at C(7)

Liquid chromatographic resolution of fendiline and its analogues on a chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid

Fendiline, an effective anti-anginal drug for the treatment of coronary heart diseases, and its sixteen analogues were resolved on a CSP based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. Fendiline was resolved quite well with the separation factor (α) of 1.25 and resolution (RS ) of 1.55 when a mobile phase consisting of methanol-acetonitrile-trifluoroacetic acid-triethylamine at a ratio of 80/20/0.1/0.5 (v/v/v/v) was used. The comparison of the chromatographic behaviors for the resolution of fendiline and its analogues indicated that the 3,3-diphenylpropyl group bonded to the secondary amino group of fendiline is important in the chiral recognition and the difference in the steric bulkiness between the phenyl group and the methyl group at the chiral center of fendiline is also important in the chiral recognition.