227959-96-8

Basic information

• Product Name: 1,2-Propadien-1-one,3-[(4-methoxyphenyl)imino]-(9CI)
• Synonyms: 1,2-Propadien-1-one,3-[(4-methoxyphenyl)imino]-(9CI)
• CAS NO: 227959-96-8
• Molecular Formula: C10H7NO2
• Molecular Weight: 173.16808
• Product Categories: METHOXY
• Mol File: 227959-96-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Propadien-1-one,3-[(4-methoxyphenyl)imino]-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Propadien-1-one,3-[(4-methoxyphenyl)imino]-(9CI)(227959-96-8)
• EPA Substance Registry System: 1,2-Propadien-1-one,3-[(4-methoxyphenyl)imino]-(9CI)(227959-96-8)

Safety Data

• Hazardous Substances Data: 227959-96-8(Hazardous Substances Data)

Usage

General Description

1,2-Propadien-1-one,3-[(4-methoxyphenyl)imino]-(9CI) is a chemical compound with the molecular formula C9H8O2N2. It is also known as 4-methoxyphenyl(methylideneamino)oxirene and belongs to the class of organic compounds known as enones. 1,2-Propadien-1-one,3-[(4-methoxyphenyl)imino]-(9CI) is a yellow crystalline solid that is used in various chemical reactions and synthesis processes. It is also used in the production of pharmaceuticals, dyes, and other organic compounds. The compound has potential applications in the field of medicinal chemistry and pharmaceutical research due to its unique chemical structure and reactivity. However, it is important to handle this compound with caution as it may have hazardous properties.

Upstream product

• 123419-96-5 5-[(4-methoxyphenylamino)(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 227959-94-6 5-[(dimethylamino)(4-methoxyphenylamino)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 227960-03-4 5-[methoxy(4-methoxyphenylamino)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 

Relevant articles and documents

Aryliminopropadienone-C-Amidoketenimine-Amidinoketene-2-Aminoquinolone Cascades and the Ynamine-Isocyanate Reaction

Imidoylketenes 11 and oxoketenimines 12 are generated by flash vacuum thermolysis of Meldrum's acid derivatives 9, pyrrolediones 17 and 18, and triazole 19 and are observed by IR spectroscopy. Ketenimine-3-carboxylic acid esters 12a are isolable at room temperature. Ketenes 11 and ketenimines 12 undergo rapid interconversion in the gas phase, and the ketenes cyclize to 4-quinolones 13. When using an amine leaving group in Meldrum's acid derivatives 9c, the major reaction products are aryliminopropadienones, ArN=C=C=C=O (15). The latter react with 1 equiv of nucleophile to produce ketenimines 12 and with 2 equiv to afford malonic acid imide derivatives 16. N-Arylketenimine-C-carboxamides 12c cyclize to quinolones 13c via the transient amidinoketenes 11c at temperatures of 25-40 °C. This implies rapid interconversion of ketenes and ketenimines by a 1,3-shift of the dimethylamino group, even at room temperature. This interconversion explains previously poorly understood outcomes of the ynamine-isocyanate reaction. The solvent dependence of the tautomerism of 4-quinolones/4-quinolinols is discussed. Rotational barriers of NMe2 groups in amidoketenimines 12c and malonioc amides and amidines 16 (24) are reported.