312326-18-4

Basic information

• Product Name: N-(cyclohex-1-enyl)-N-methyl-2-iodopropionamide
• Synonyms: N-(cyclohex-1-enyl)-N-methyl-2-iodopropionamide
• CAS NO: 312326-18-4
• Molecular Weight: 293.148
• Mol File: 312326-18-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(cyclohex-1-enyl)-N-methyl-2-iodopropionamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(cyclohex-1-enyl)-N-methyl-2-iodopropionamide(312326-18-4)
• EPA Substance Registry System: N-(cyclohex-1-enyl)-N-methyl-2-iodopropionamide(312326-18-4)

Safety Data

• Hazardous Substances Data: 312326-18-4(Hazardous Substances Data)

Upstream product

• 6407-35-8 N-cyclohexylidenemethylamine 
• 108-94-1 cyclohexanone 

Downstream Products

• 312326-19-5 1,3-dimethyl-1,4,5,6,7,7a-hexahydro-indol-2-one 

Relevant articles and documents

Is an iodine atom almighty as a leaving group for Bu3SnH-mediated radical cyclization? The effect of a halogen atom on the 5-endo-trig radical cyclization of N-vinyl-α-halo amides

The effect of a halogen atom as a leaving group on Bu3SnH-mediated 5-endo-trig radical cyclization of N-(cyclohex-1-enyl) α-halo amides was examined. The cyclization of α-chloro amides occurred with a high degree of efficiency, whereas the corresponding α-iodo congeners gave only limited quantities of cyclization products. A detailed study revealed that these phenomena could be attributed to the initial conformations of α-halo amides. The cyclizing ability of α-iodo amides can be restored with Bu3SnCl or Bu3SnF as an additive. The cyclization of an α-iodo amide in the presence of Bu3SnF could be applied to a short-step synthesis of lycoranes featuring sequential 5-endo-trig and 6-endo-trig radical cyclizations.