5339-28-6

Basic information

• Product Name: 2-ethenyl-N-methylaniline
• CAS NO: 5339-28-6
• Molecular Formula: C₉H₁₁N
• Molecular Weight: 133.1903
• Mol File: 5339-28-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 231.7°C at 760 mmHg
• Flash Point: 95.8°C
• Density: 0.987g/cm³
• Vapor Pressure: 0.0614mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 2-ethenyl-N-methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethenyl-N-methylaniline(5339-28-6)
• EPA Substance Registry System: 2-ethenyl-N-methylaniline(5339-28-6)

Safety Data

• Hazardous Substances Data: 5339-28-6(Hazardous Substances Data)

Usage

General Description

2-ethenyl-N-methylaniline, also known as N-methyl-2-vinylaniline, is a chemical compound with the molecular formula C10H13N. It is an aromatic amine that is commonly used as a building block in the synthesis of various organic compounds, such as dyes, pigments, and pharmaceuticals. It has a pale yellow appearance and a characteristic odor, and it is soluble in organic solvents such as ethanol and acetone. 2-ethenyl-N-methylaniline is considered to be a hazardous substance, and exposure to high concentrations can cause irritation to the skin, eyes, and respiratory system. It is important to handle this chemical with caution and use appropriate protective measures when working with it.

Upstream product

• 106899-00-7 2-ethanol 
• 102968-94-5 2-ethylthio-N-allyl-N-methylaniline 
• 210536-04-2 N-Methyl-2'-vinyl trifluoroacetanilide 
• 541-41-3 chloroformic acid ethyl ester 
• 24827-66-5 1-methyl-1,3-dihydrobenzo[c]isothiazole-2,2-dioxide 
• 5339-85-5 2-aminophenethyl alcohol 
• 6832-87-7 2-bromo-N-methylaniline 
• 7486-35-3 tri-n-butyl(vinyl)tin 

Downstream Products

• 133901-44-7 2,2-Dichloro-N-(o-ethenylphenyl)-N-methylacetamide 
• 133363-48-1 N-(o-ethenylphenyl)-N-methyl-2-(methylthio)acetamide 
• 603-76-9 1-methylindole 
• 210536-04-2 N-Methyl-2'-vinyl trifluoroacetanilide 
• 133901-45-8 N-(o-Ethenylphenyl)-N-methyl-2,2-bis(phenylthio)acetamide 
• 133363-61-8 N-(o-ethenylphenyl)-N-methyl-2-(methylsulfinyl)acetamide 
• 133363-62-9 N-(o-ethenylphenyl)-N-methyl-2,2-bis(methylthio)acetamide 
• 4760-34-3 N-methyl-1,2-phenylenediamine 

Relevant articles and documents

Preparation and Some Reactions of Benzazetidines

Photolysis of sultams (3) lead to benzazetidines (1) via quinonemethane imine intermediates which can be trapped by dienophiles.

Asymmetric synthesis of cyclic α-amino acid derivatives by the intramolecular reaction of magnesium carbenoid with an N-magnesio arylamine

The synthesis of pipecolic acid and homopipecolic acid derivatives was developed from ω-(2-aminophenyl)-1-chloroalkyl p-tolyl sulfoxides by treatment with i-PrMgCl. An intramolecular nucleophilic substitution reaction of a magnesium carbenoid with an N-magnesio arylamine is the key step of this reaction. Proline and pipecolic acid derivatives were also synthesized from ω-(arylamino)-1-chloroalkyl p-tolyl sulfoxides by the same chemistry. Starting from enantiomerically pure (1S,RS)-1-chloro-3-[2-(N-methylamino)phenyl]propyl p-tolyl sulfoxide, enantiomerically pure (R)-pipecolic acid derivative was obtained. The intramolecular nucleophilic substitution reaction of the magnesium carbenoid with N-magnesio arylamine was proven to take place with inversion of the carbenoid carbon. The stereochemistry of these reactions is also discussed.

Ortho-Vinylation reaction of anilines

N-Alkylanilines and anilines are vinylated at the ortho-position with ethyne in the presence of SnCl4-Bu3N.