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

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

Nickel-Catalyzed Reductive Addition of Aryl/Benzyl Halides and Pseudohalides to Carbodiimides for the Synthesis of Amides

A Nickel-catalyzed reductive process is described for the direct amidation of benzyl and aryl halides using carbodiimides as the amidating agent. Moreover, aryl and benzyl C–O electrophiles such as triflate, acetate, tosylate, trityl ether, and pivalate were converted into amides using this method. The in-situ-generated Ni0acts as a catalyst for the reaction at room temperature for benzylic substrates, and 70 °C for aryl electrophiles. This new nickel-catalyzed reductive coupling protocol provides a general and operationally simple method for the synthesis of diverse amides using carbodiimides. Amides bearing bulky substituents can be synthesized by this strategy in high yield, which demonstrates its effectiveness in amide synthesis.