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2-ethenyl-N-methylaniline, also known as N-methyl-2-vinylaniline, is an aromatic amine with the molecular formula C10H13N. It is characterized by its pale yellow appearance, a distinctive odor, and solubility in organic solvents like ethanol and acetone. This chemical compound is widely used as a precursor in the synthesis of dyes, pigments, and pharmaceuticals, but it is also recognized as a hazardous substance that can cause skin, eye, and respiratory irritation at high concentrations, necessitating careful handling and the use of protective measures.

5339-28-6

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5339-28-6 Usage

Uses

Used in Chemical Synthesis Industry:
2-ethenyl-N-methylaniline is used as a building block for the synthesis of various organic compounds, primarily in the production of dyes, pigments, and pharmaceuticals. Its versatile chemical structure allows for the creation of a range of different products that can be tailored for specific applications.
Used in Dye and Pigment Production:
2-ethenyl-N-methylaniline is used as a key intermediate in the manufacturing process of dyes and pigments, contributing to their color properties and stability. Its reactivity and compatibility with other chemical components make it an essential component in the formulation of these colorants.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 2-ethenyl-N-methylaniline is utilized as a starting material for the development of new drugs. Its chemical properties enable the creation of active pharmaceutical ingredients that can be used to treat a variety of medical conditions.
Used in Research and Development:
2-ethenyl-N-methylaniline is also employed in research settings for the exploration of new chemical reactions and the development of innovative synthetic pathways. Its unique structure and reactivity make it a valuable tool for advancing scientific understanding and creating new chemical entities.

Check Digit Verification of cas no

The CAS Registry Mumber 5339-28-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,3 and 9 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5339-28:
(6*5)+(5*3)+(4*3)+(3*9)+(2*2)+(1*8)=96
96 % 10 = 6
So 5339-28-6 is a valid CAS Registry Number.

5339-28-6Relevant academic research and scientific papers

Preparation and Some Reactions of Benzazetidines

Lancaster, Michael,Smith, David J. H.

, p. 471 - 472 (1980)

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

Thermal switchability of N-chelating hoveyda-type catalyst containing a secondary amine ligand

Zukowska, Karolina,Szadkowska, Anna,Pazio, Aleksandra E.,Wo?niak, Krzysztof,Grela, Karol

experimental part, p. 462 - 469 (2012/04/23)

An investigation of aza analogues of the popular Hoveyda-Grubbs catalyst containing a secondary amine ligand is presented, proving the crucial impact of steric as well as electronic factors on the catalyst's stability and performance. The issue of latency in the reactivity profile of studied catalysts is examined, followed by structural and application studies.

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

Mitsunaga, Shintaro,Ohbayashi, Tohru,Sugiyama, Shimpei,Saitou, Takahito,Tadokoro, Makoto,Satoh, Tsuyoshi

experimental part, p. 1697 - 1708 (2009/12/06)

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.

A new synthesis of cyclic α-amino acid derivatives by the intramolecular reaction of magnesium carbenoid with N-magnesio arylamine as the key reaction

Ohbayashi, Tohru,Mitsunaga, Shintaro,Satoh, Tsuyoshi

, p. 7829 - 7833 (2008/03/11)

A new synthesis of pipecolic acid and homopipecolic acid derivative was accomplished from 1-chloroalkyl p-tolyl sulfoxides having a 2-aminophenyl group at the ω-position by treatment with i-PrMgCl via the intramolecular reaction of magnesium carbenoid wit

Ortho-Vinylation reaction of anilines

Yamaguchi, Masahiko,Arisawa, Mieko,Hirama, Masahiro

, p. 1399 - 1400 (2007/10/03)

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

Regiochemistry of Radical Cyclisations (6-exo/7-endo and 7-exo/8-endo) of N-(o-Alkenylphenyl)-2,2-dichloroacetamides

Sato, Tatsunori,Ishida, Satoshi,Ishibashi, Hiroyuki,Ikeda, Masazumi

, p. 353 - 359 (2007/10/02)

N--2,2-dichloroacetamides, when treated with 2.2 mol-equiv. of Bu3SnH in the presence of a catalytic amount of azoisobutyronitrile, gave quinolin-2(1H)-one (6-exo closure) and/or 2H-1-benzazepin-2-one (7-endo closure) systems.In gene

Pyrolyses of o-Alkoxy- and o-Alkylthio-N-Allylanilines and of Some Related O- and S-Allyl Compounds

Cadogan, J. I. G.,Hickson, Clare L.,McNab, Hamish

, p. 1885 - 1890 (2007/10/02)

The o-substituted allyl compounds (1)-(12) have been pyrolysed in order to generate aminyl, phenoxyl, and thiophenoxyl radicals with adjacent substituents.In all cases, products are formed by intramolecular hydrogen transfer from the substituent to the radical centre.This process may be followed by rearrangement to give an aldehyde, by heteroatom extrusion to give an alkene, or by ring formation to give five-membered ring heterocycles (Scheme 1, routes A, B1, and B2 respectively.The distribution of products formed by each route is dependent both on the nature of the o-substituent, and on the nature of the initial radical.

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