41609-04-5

Basic information

• Product Name: 3-(BENZYLAMINO)CYCLOHEX-2-EN-1-ONE
• Synonyms: 3-(BENZYLAMINO)CYCLOHEX-2-EN-1-ONE
• CAS NO: 41609-04-5
• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.26
• Mol File: 41609-04-5.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 362.7°Cat760mmHg
• Flash Point: 148.6°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 1.9E-05mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: 3-(BENZYLAMINO)CYCLOHEX-2-EN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(BENZYLAMINO)CYCLOHEX-2-EN-1-ONE(41609-04-5)
• EPA Substance Registry System: 3-(BENZYLAMINO)CYCLOHEX-2-EN-1-ONE(41609-04-5)

Safety Data

• Hazardous Substances Data: 41609-04-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H15NO/c15-13-8-4-7-12(9-13)14-10-11-5-2-1-3-6-11/h1-3,5-6,9,14H,4,7-8,10H2

Upstream product

• 30182-67-3 1,3-Cyclohexanedione 
• 100-46-9 benzylamine 
• 504-02-9 1,3-cylohexanedione 
• 1587714-80-4 3-((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)cyclohex-2-en-1-one 

Downstream Products

• 145801-82-7 N-benzyl-N-(3-oxocyclohex-1-enyl)pent-4-enamide 
• 16237-19-7 1-benzyl-4,6,7,8-tetrahydro-1H,3H-quinoline-2,5-dione 
• 152496-57-6 N-benzyl,N-(3-oxo-cyclohex-1-enyl)-2-methoxyacetamide 
• 183674-32-0 N-benzyl-N-(3-oxocyclohex-1-enyl)-2-(cyclopent-2-enyl)acetamide 
• 1220516-02-8 methyl 4-[benzyl(2-iodo-3-oxocyclohex-1-enyl)amino]benzoate 
• 1220515-95-6 3-(benzyl(4-nitrophenyl)amino)-2-iodocyclohex-2-enone 
• 1220515-97-8 3-[benzyl(3-nitrophenyl)amino]-2-iodocyclohex-2-enone 
• 1220515-99-0 3-[benzyl(4-bromophenyl)amino]-2-iodocyclohex-2-enone 
• 1220516-00-6 3-[benzyl(2-chlorophenyl)amino]-2-iodocyclohex-2-enone 
• 1255534-33-8 1-benzyl-3-(4-fluorophenyl)-6,7-dihydro-1H-indol-4(5H)-one 
• 1255534-32-7 1-benzyl-3-phenyl-6,7-dihydro-1H-indol-4(5H)-one 
• 1443036-31-4 3-(benzylamino)-2-((trifluoromethyl)thio)cyclohex-2-enone 
• 5220-49-5 3-amino-cyclohex-2-enone 

Relevant articles and documents

Regioselective one-pot synthesis of functionalised 6,7-dihydro-1H-indol-4(5H )-ones

A one-pot two-step synthesis of functionalised 6,7-dihydro-1H-indol-4(5H )-ones from 1,3-cyclohexanediones, benzylamines, and 2-(2-oxo-2-phenylethylidene)-1H-indene-1,3(2H )-dione has been achieved. The advantages of this approach are operational simplicity, good yields of the products and avoidance of the use of any ligands, metal catalysts, acidic media, or column chromatography.

Redox Property of Enamines

Enamines are electron-rich compounds bearing intriguing redox properties. Herein, a series of secondary enamines condensed from primary amine and β-ketocarbonyls were synthesized and their electrochemical oxidation properties were systematically studied by cyclic voltammetry. Furthermore, theoretical calculation of oxidation potentials of enamines, particularly those catalytic intermediates, was also conducted to further broaden the scope investigated. Possible structural factors on oxidation and the nature of the resulted radical cation intermediates were revealed and discussed. Correlation of redox potentials with molecular properties such as highest occupied molecular orbital energies and natural population analysis charge were explored, and there appears no simple linear correlation. On the other hand, a good correlation with Mayr's nucleophilicity parameter N was noted among a range of catalytically relevant enamines. Spin population analysis disclosed that enamine radical cations mainly exhibit the carbon-center free radical feature. Taking experimental and computation data together, a comprehensive picture about the redox property of enamines is presented, which would provide guidance in the development of oxidative enamine catalysis and transformations.

An efficient method for retro-Claisen-type C-C bond cleavage of diketones with tropylium catalyst

The retro-Claisen reaction is frequently used in organic synthesis to access ester derivatives from 1,3-dicarbonyl precursors. The C-C bond cleavage in this reaction is usually promoted by a number of transition-metal Lewis acid catalysts or organic Br?nsted acids/bases. Herein we report a new convenient and efficient method utilizing the tropylium ion as a mild and environmentally friendly organocatalyst to mediate retro-Claisen-type reactions. Using this method, a range of synthetically valuable substances can be accessed via solvolysis of 1,3-dicarbonyl compounds.