6876-59-1

Basic information

• Product Name: N-(p-Tolyl)cyclohexanecarboxamide
• Synonyms: N-(4-Methylphenyl)cyclohexane-1-carboxamide;N-(p-Tolyl)cyclohexanecarboxamide;N-p-Tolylcyclohexanecarboxamide
• CAS NO: 6876-59-1
• Molecular Formula: C₁₄H₁₉NO
• Molecular Weight: 217.3068
• Mol File: 6876-59-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 393.3°Cat760mmHg
• Flash Point: 237.2°C
• Appearance: /
• Density: 1.079g/cm³
• Vapor Pressure: 2.15E-06mmHg at 25°C
• Refractive Index: 1.572
• CAS DataBase Reference: N-(p-Tolyl)cyclohexanecarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(p-Tolyl)cyclohexanecarboxamide(6876-59-1)
• EPA Substance Registry System: N-(p-Tolyl)cyclohexanecarboxamide(6876-59-1)

Safety Data

• Hazardous Substances Data: 6876-59-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H19NO/c1-11-7-9-13(10-8-11)15-14(16)12-5-3-2-4-6-12/h7-10,12H,2-6H2,1H3,(H,15,16)

Upstream product

• 726-42-1 di-p-tolylcarbodiimide 
• 1123-86-0 cyclohexyl ethyl ketone 
• 622-58-2 p-Tolylisocyanate 
• 106-49-0 p-toluidine 
• 693-04-9 butyl magnesium bromide 
• 98-89-5 Cyclohexanecarboxylic acid 
• 14618-59-8 N-(tert-butoxycarbonyl)-4-methylaniline 
• 86065-10-3 O-allyl-N-(4-methylphenyl)carbamate 
• 7625-64-1 p-tolyl-carbamic acid benzyl ester 
• 201230-82-2 carbon monoxide 
• 626-62-0 Cyclohexyl iodide 
• 23824-50-2 cyclohexanecarboxylic acid methylphenylamide 
• 110-82-7 cyclohexane 
• 7175-47-5 4-methylphenyl isocyanide 

Downstream Products

• 1262796-63-3 C₂₄H₂₅NO 
• 1069123-82-5 ethyl 2-cyclohexyl-5-methyl-1H-indole-3-carboxylate 

Relevant articles and documents

Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo-Organomagnesium Anilides

The synthesis of ketones through addition of organometallic reagents to aliphatic carboxylic acids is a straightforward strategy that is limited to organolithium reagents. More desirable Grignard reagents can be activated and controlled with a bulky aniline-derived turbo-Hauser base. This operationally simple procedure allows the straightforward preparation of a variety of aliphatic and perfluoroalkyl ketones alike from functionalized alkyl, aryl and heteroaryl Grignard reagents.

Practical one-pot amidation of N -Alloc-, N -Boc-, and N -Cbz protected amines under mild conditions

A facile one-pot synthesis of amides from N-Alloc-, N-Boc-, and N-Cbz-protected amines has been described. The reactions involve the use of isocyanate intermediates, which are generated in situ in the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, to react with Grignard reagents to produce the corresponding amides. Using this reaction protocol, a variety of N-Alloc-, N-Boc-, and N-Cbz-protected aliphatic amines and aryl amines were efficiently converted to amides with high yields. This method is highly effective for the synthesis of amides and offers a promising approach for facile amidation.

Tandem Photoredox Catalysis: Enabling Carbonylative Amidation of Aryl and Alkylhalides

We report a new visible-light-mediated carbonylative amidation of aryl, heteroaryl, and alkyl halides. A tandem catalytic cycle of [Ir(ppy)2(dtb-bpy)]+ generates a potent iridium photoreductant through a second catalytic cycle in the presence of DIPEA, which productively engages aryl bromides, iodides, and even chlorides as well as primary, secondary, and tertiary alkyl iodides. The versatile in situ generated catalyst is compatible with aliphatic and aromatic amines, shows high functional-group tolerance, and enables the late-stage amidation of complex natural products.