67404-89-1

Basic information

• Product Name: N-(1-cyclohexylethyl)benzamide
• CAS NO: 67404-89-1
• Molecular Formula: C₁₅H₂₁NO
• Molecular Weight: 231.3333
• Mol File: 67404-89-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 406.3°C at 760 mmHg
• Flash Point: 246.3°C
• Density: 1.019g/cm³
• Vapor Pressure: 8.24E-07mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: N-(1-cyclohexylethyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1-cyclohexylethyl)benzamide(67404-89-1)
• EPA Substance Registry System: N-(1-cyclohexylethyl)benzamide(67404-89-1)

Safety Data

• Hazardous Substances Data: 67404-89-1(Hazardous Substances Data)

Upstream product

• 823-76-7 Cyclohexyl methyl ketone 
• 4352-49-2 1-cyclohexylethylamine 
• 75-16-1 methylmagnesium bromide 
• 55-21-0 benzamide 
• 2043-61-0 cyclohexanecarbaldehyde 
• 618-36-0 rac-methylbenzylamine 
• 98-88-4 benzoyl chloride 

Relevant articles and documents

An Unconventional Reaction of 2,2-Diazido Acylacetates with Amines

We have discovered that 2,2-diazido acylacetates, a class of compounds with essentially unknown reactivity, can be coupled to amines through a new strategy that does not involve any reagents. 2,2-Diazido acetate is the unconventional leaving group under carbon–carbon bond cleavage. This reaction leads to the construction of amide bonds, tolerates various functionalities and is performed equally well in numerous solvents under experimentally simple conditions. We also demonstrate that the isolation of the 2,2-diazido acylacetate compounds can be circumvented: Acylacetates were easily fragmented when treated with (Bu4N)N3 and iodine in the presence of an amine at room temperature. By using this method, a broad range of acylacetates with various structural motifs were directly transformed into amides.

Microwave-Enhanced Asymmetric Transfer Hydrogenation of N-(tert-Butylsulfinyl)imines

Microwave irradiation has considerably enhanced the efficiency of the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)imines in isopropyl alcohol catalyzed by a ruthenium complex bearing the achiral ligand 2-amino-2-methylpropan-1-ol. In addition to shortening reaction times for the transfer hydrogenation processes to only 30 min, the amounts of ruthenium catalyst and isopropyl alcohol can be considerably reduced in comparison with our previous procedure assisted by conventional heating, which diminishes the environmental impact of this new protocol. This methodology can be applied to aromatic, heteroaromatic and aliphatic N-(tert-butylsulfinyl)ketimines, leading, after desulfinylation, to the expected primary amines in excellent yields and with enantiomeric excesses of up to 96 %. Microwave irradiation promotes the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)imines in 2-propanol catalysed by a ruthenium complex bearing an achiral β-amino alcohol as ligand. After desulfinylation, α-branched primary amines containing aromatic, heteroaromatic and aliphatic substituents are obtained in excellent yields and with enantiomeric excesses of up to 96 %.