85031-42-1

Basic information

• Product Name: N-1-Cyclohexen-1-yl-N-(phenylmethyl)acetamide
• Synonyms: N-1-Cyclohexen-1-yl-N-(phenylmethyl)acetamide
• CAS NO: 85031-42-1
• Molecular Formula: C₁₅H₁₉NO
• Molecular Weight: 229.31746
• Mol File: 85031-42-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 50.5-51℃
• Appearance: /
• Refractive Index: 1.4160 (20℃)
• CAS DataBase Reference: N-1-Cyclohexen-1-yl-N-(phenylmethyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-1-Cyclohexen-1-yl-N-(phenylmethyl)acetamide(85031-42-1)
• EPA Substance Registry System: N-1-Cyclohexen-1-yl-N-(phenylmethyl)acetamide(85031-42-1)

Safety Data

• Hazardous Substances Data: 85031-42-1(Hazardous Substances Data)

Usage

Description

N-1-Cyclohexen-1-yl-N-(phenylmethyl)acetamide is a chemical compound with the molecular formula C16H21NO. It is a derivative of acetamide, featuring a cyclohexenyl and phenylmethyl group attached to the nitrogen atom. N-1-Cyclohexen-1-yl-N-(phenylmethyl)acetamide is utilized in synthetic organic chemistry and has been explored for its potential pharmaceutical properties.

Uses

Used in Synthetic Organic Chemistry:
N-1-Cyclohexen-1-yl-N-(phenylmethyl)acetamide is used as a building block for the synthesis of various compounds, contributing to the development of new chemical entities.
Used in Pharmaceutical Industry:
It has been investigated for its potential pharmaceutical properties, indicating its use as a precursor in drug discovery and development processes.
Used in Agrochemicals:
N-1-Cyclohexen-1-yl-N-(phenylmethyl)acetamide may also have applications in the agrochemical industry, potentially serving as a component in the creation of pesticides or other agricultural chemicals.
Used in Materials Science:
Additionally, this compound may find uses in materials science, where it could contribute to the development of new materials with specific properties for various applications.

Upstream product

• 312326-12-8 N-benzyl-2-bromo-N-(cyclohex-1-en-1-yl)acetamide 
• 100-46-9 benzylamine 
• 108-94-1 cyclohexanone 
• 32495-49-1 N-benzyl-2-chloro-N-(cyclohex-1-en-1-yl)acetamide 
• 4471-09-4 N-benzylcyclohexylimine 
• 312326-14-0 N-benzyl-N-(cyclohex-1-enyl)-2-iodoacetamide 
• 75-36-5 acetyl chloride 
• 622-79-7 benzyl azide 

Downstream Products

• 130861-73-3 2-chloro-8-hydroxy-5,6,7,8-tetrahydroquinoline 
• 129337-86-6 2-chloro-5,6,7,8-tetrahydroquinolin-8-one 
• 1449426-36-1 C₁₂H₁₃ClS 
• 203244-94-4 N-benzyl-2,2,2-trichloro-N-(cyclohexen-1-yl)acetamide 

Relevant articles and documents

Large-Scale Synthesis of 2-Chlorotetrahydroquinoline and 2-Chlorotetrahydroquinolin-8-one

An efficient large-scale preparation of 2-chlorotetrahydroquinoline with cyclohexanone and benzylamine as starting materials was developed and well optimized, in which benzyl-protected enamide was successfully cyclized and benzyl group was directly removed under Vilsmeier conditions. Azeotropic distillation provided 264 g of 2-chlorotetrahydroquinoline (79%) on a 2 mol scale of reaction without intermediate isolation. The downstream product 2-chlorotetrahydroquinolin-8-one was acquired through Boekelheide rearrangement, hydrolysis of acetate via NaBH 4reduction, and Anelli oxidation. With the developed procedure, the intermediates were not necessary to be isolated and 2-chlorotetrahydroquinolin-8-one was conveniently obtained with solvent slurry in 65% overall isolated yield in a four-step sequence.

Bond rotation dynamics of enamides: The effect of the acyl group and potential for chirality transfer during 5-endo trig radical cyclizations

Barriers to rotation of the N-alkenyl bond in a series of N-cycloalkenyl-N-benzyl acetamide derivatives have been measured in different solvents by variable-temperature NMR experiments. The barriers range from 9.7 to 14.2 kcal/mol, depending on substituents on the acetamide acyl group. Polar solvents such as chloroform and methanol increase the barrier to rotation compared to nonpolar solvents such as toluene. The barrier to rotation of "mimics" for acetamide-based radicals are estimated. The relative order of the values of krot for different acyl groups parallels their reported Taft Es paramaters. For successful chirality transfer in 5-endo trig radical cyclization, it is evident that rotations would need to be significantly slower than those reported here.

An aza-wittig/π-furan cyclization approach toward the homoerythrina alkaloid (±)-selaginoidine

(Chemical Equation Presented) A one-pot procedure was developed to efficiently prepare hexahydroindolinones containing a tethered furan ring. Reaction of a furanyl azide with Bu3P delivered the iminophosphorane, which was allowed to react with