59239-07-5

Basic information

• Product Name: 2-(2'-propenyl)cyclohexanone oxime
• Synonyms: 2-(2'-propenyl)cyclohexanone oxime
• CAS NO: 59239-07-5
• Molecular Weight: 153.224
• Mol File: 59239-07-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-(2'-propenyl)cyclohexanone oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2'-propenyl)cyclohexanone oxime(59239-07-5)
• EPA Substance Registry System: 2-(2'-propenyl)cyclohexanone oxime(59239-07-5)

Safety Data

• Hazardous Substances Data: 59239-07-5(Hazardous Substances Data)

Upstream product

• 100-64-1 cyclohexanone-oxime 
• 106-95-6 allyl bromide 
• 94-66-6 2-allylcyclohexan-1-one 

Downstream Products

• 99064-63-8 2-allylcyclohexylamine 
• 94-66-6 2-allylcyclohexan-1-one 
• 1101835-26-0 C₂₀H₂₈N₂O₄ 
• 129885-74-1 N-butyl-2-allylcyclohexylamine 
• 108169-52-4 1-<(butyl(2-allylcyclohexyl)carbamoyl)oxy>-2(1H)-pyridinethione 
• 134786-37-1 trans-N-tosyl perhydro 1H-indole-2-carboxylique 
• 134786-37-1 cis-N-tosyl perhydro 1H-indole-2-carboxylique 
• 134786-37-1 trans-N-tosyl perhydro 1H-indole-2-carboxylique 
• 134786-37-1 cis-1-tosyloctahydro-1H-indole-2-carboxylic acid 
• 134786-23-5 (+/-)-(trans-1-tosyloctahydro-1H-indol-2-yl)methanol 
• 134786-23-5 (+/-)-(cis-1-tosyloctahydro-1H-indol-2-yl)methanol 
• 81097-16-7 N-(2-allylcyclohexyl)-4-methylbenzenesulfonamide 
• 81097-16-7 trans-N-p-methylbenzenesulfonyl-2-(2-propenyl)cyclohexylamine 
• 120871-37-6 (Z)-7-((1R,2R)-2-Benzenesulfonylamino-cyclohexyl)-hept-5-enoic acid methyl ester 

Relevant articles and documents

Safety assessment for the scale-up of an oxime reduction with melted sodium in standard pilot-plant equipment

A pilot-plant process is described for the reduction of 2-allyl cyclohexanone oxime with melted sodium in xylenes, toluene, and 4-methyl-2-pentanol. The trans/cis ratio was 3-4:1. Safety data are presented from a range of thermokinetic experiments (heat flow calorimetry, differential scanning calorimetry, and accelerating rate calorimetry). The process has been designed and developed to enable an expedient and safe scale-up in a standard enameled 100-L steel reactor and has been reproduced six times on 209 mol scale (each 4.8 kg sodium). Crystallization of the product 2-allyl cyclohexylamine with oxalic acid from the reaction mixture in tert-butyl methyl ether successfully avoided the yield losses associated with the isolation of the volatile free 2-allyl cyclohexylamine.

Dioxime oxalates; new iminyl radical precursors for syntheses of N-heterocycles

Symmetrical and unsymmetrical dioxime oxalates were prepared by treatment of oximes with oxalyl chloride. UV photolysis of these precursors was found to be an atom-efficient way of generating iminyl radicals. The process was most efficient for dioxime oxalates having aryl substituents attached to their C{double bond, long}N bonds. The method was useful for EPR spectroscopic study of iminyl and iminoxyl radicals. Photolyses in toluene solution, of dioxime oxalates containing alkenyl acceptor groups, yielded unsaturated iminyl radicals that ring closed to afford 3,4-dihydro-2H-pyrroles in good yields. Dioxime oxalates with biphenyl substituents also released iminyl radicals that ring closed onto the aromatic acceptor groups and, in acetonitrile solution, this approach provided a useful and atom-efficient method of making substituted phenanthridines.

Synthesis and evaluation of radiolabeled inhibitors of inducible nitric oxide synthase

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