6641-67-4

Basic information

• Product Name: N-cyclohexyl-2-methyl-benzamide
• Synonyms: benzamide, N-cyclohexyl-2-methyl-
• CAS NO: 6641-67-4
• Molecular Formula: C₁₄H₁₉NO
• Molecular Weight: 217.3068
• Mol File: 6641-67-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 370.4°Cat760mmHg
• Flash Point: 223.3°C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 1.11E-05mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: N-cyclohexyl-2-methyl-benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-cyclohexyl-2-methyl-benzamide(6641-67-4)
• EPA Substance Registry System: N-cyclohexyl-2-methyl-benzamide(6641-67-4)

Safety Data

• Hazardous Substances Data: 6641-67-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H19NO/c1-11-7-5-6-10-13(11)14(16)15-12-8-3-2-4-9-12/h5-7,10,12H,2-4,8-9H2,1H3,(H,15,16)

Upstream product

• 110-83-8 cyclohexene 
• 615-37-2 ortho-methylphenyl iodide 
• 538-75-0 dicyclohexyl-carbodiimide 
• 931-53-3 Cyclohexyl isocyanide 
• 95-49-8 2-methylchlorobenzene 
• 95-46-5 2-methylphenyl bromide 
• 110-82-7 cyclohexane 
• 527-85-5 o-Methylbenzamid 
• 13144-62-2 2-(cyclohexylamino)-2-oxoacetic acid 

Relevant articles and documents

Metal-free Photocatalytic Intermolecular anti-Markovnikov Hydroamination of Unactivated Alkenes

The development of photocatalytic intermolecular hydroamination reaction between N-aminated dihydropyridines and unactivated alkenes is reported. Metal-free co-catalysts, rhodamine 6G and thiophenol, in presence of visible light are used to initiate the process. The transformation shows a broad substrate scope, both alkenes and amidyl radical can act as coupling partners. The radical strategy provides excellent anti-Markovnikov selectivity and regioselectivity in diene substrates.

Copper(II)-Photocatalyzed N-H Alkylation with Alkanes

We report a practical method for the alkylation of N-H bonds with alkanes using a photoinduced copper(II) peroxide catalytic system. Upon light irradiation, the peroxide serves as a hydrogen atom transfer reagent to activate stable C(sp3)-H bonds for the reaction with a broad range of nitrogen nucleophiles. The method enables the chemoselective alkylation of amides and is utilized for the late-stage functionalization of N-H bond containing pharmaceuticals with good to excellent yields. The mechanism of the reaction was preliminarily investigated by radical trapping experiments and spectroscopic methods.

Amidation via ligand-free direct oxidative C(sp3)-H/N[sbnd]H coupling with Cu-CPO-27 metal-organic framework as a recyclable heterogeneous catalyst

A copper-based metal-organic framework Cu-CPO-27 was synthesized, and used as a recyclable catalyst for the amidation of unactivated alkanes by benzamides via direct oxidative C(sp3)-H/N[sbnd]H coupling under ligand-free conditions. Using a catalytic amount of the Cu-CPO-27 for the transformation, high yields of N-cyclohexyl benzamides were achieved. The Cu-CPO-27 was more catalytically active than other Cu-MOFs such as Cu3(BTC)2, Cu(BDC), Cu(EDB), Cu2(BPDC)2(BPY), Cu2(BDC)2(DABCO), and Cu2(EDB)2(BPY). The Cu-CPO-27 also exhibited advantages as compared to several copper-based salts, including Cu(OAc)2, CuCl2, CuBr, CuI, CuCl, Cu(NO3)2, and CuSO4. The Cu-CPO-27 catalyst could be reused several times for the amidation transformation while its catalytic activity was not decreased significantly. To the best of our knowledge, the amidation of unactivated alkanes by benzamides via direct oxidative C(sp3)-H/N[sbnd]H coupling was not previously performed under heterogeneous catalysis conditions.