53940-63-9

Basic information

• Product Name: 2-methyl-3-(pyrrolidin-1-yl)cyclohex-2-en-1-one
• CAS NO: 53940-63-9
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.2588
• Mol File: 53940-63-9.mol

Chemical Properties

• Boiling Point: 289.6°C at 760 mmHg
• Flash Point: 106.1°C
• Density: 1.082g/cm³
• Vapor Pressure: 0.00218mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: 2-methyl-3-(pyrrolidin-1-yl)cyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-3-(pyrrolidin-1-yl)cyclohex-2-en-1-one(53940-63-9)
• EPA Substance Registry System: 2-methyl-3-(pyrrolidin-1-yl)cyclohex-2-en-1-one(53940-63-9)

Safety Data

• Hazardous Substances Data: 53940-63-9(Hazardous Substances Data)

Upstream product

• 123-75-1 pyrrolidine 
• 1193-55-1 2-methylcyclohexane-1,3-dione 

Downstream Products

• 89717-43-1 4-(N,N'-dimethoxycarbonylhydrazino)-2-methyl-3-pyrrolidin-1-ylcyclohex-2-en-1-one 
• 82961-69-1 2-Methyl-3-pyrrolidin-1-yl-phenol 
• 89717-44-2 4-(N,N'-diethoxycarbonylhydrazino)-2-methyl-3-pyrrolidin-1-ylcyclohex-2-en-1-one 
• 3883-55-4 3-ethyl-2-methylcyclohex-2-en-1-one 
• 56745-19-8 3-n-butyl-2-methyl-2-cyclohexen-1-one 
• 30708-63-5 2-methyl-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one 

Relevant articles and documents

Aromatization of enamines promoted by a stoichiometric amount of palladium(II) salts: A novel method for the synthesis of aromatic amines

Enamines (1a-r) prepared from cyclohexanones, cyclohexane-1,3-diones, or tetralones led to arylamines (2a-r) in one pot when treated with a stoichiometric amount of palladium salts [PdCl2-(MeCN)2] in acetonitrile in the presence of triethylamine at room temperature or at elevated temperature, in some cases for 5 min to 2 h. The initial electrophilic attack of palladium chloride on the β-carbon of the enamines led to a σ-palladium species (8) which triggered a series of reactions (→ 9 → 19 → 11 → 12) destined for aromatization to give 2a-r in good yields. The intervention of such a σ-palladium species has been attested by a trapping experiment. On the basis of this reaction mechanism, we have developed another new process capable of transforming acyclic compounds having 6-en-2-one frameworks (16, 23, 25) to arylamines (2s-u) when their enamines were treated under the similar conditions as above, featuring again the formation of σ-palladium species such as 8 as the initial key intermediate.