80594-89-4

Upstream product

• 6203-89-0 2,6-dimethyl-1-cyclohexen-1-yl acetate 
• 1196-73-2 1-acetoxy-2-methylcyclohexene 
• 19980-35-9 1-trimethylsilyloxy-2-methyl-1-cyclohexene 
• 2816-57-1 2,6-dimethylcyclohexanone 
• 80594-87-2 2-methyl-2-nitrocyclohexan-1-one 
• 74-88-4 methyl iodide 
• 4883-67-4 2-nitrocyclohexanone 

Relevant academic research and scientific papers

α-Nitro Ketones. 6. Synthesis and Conformation of 2-Methyl-2-nitro-, cis- and trans-6-Methyl-2-nitro-, and cis- and trans-2,6-Dimethyl-2-nitrocyclohexanones

Nitration of the most substituted (thermodynamically more stable) enol acetate or trimethylsilyl ether of 2-methylcyclohexanone and the phase-transfer methylation of 2-nitrocyclohexanone serve as methods of preparation of 2-methyl-2-nitrocyclohexanone, whereas nitration of the least substituted enol acetate or trimethylsilyl ether of 2-methylcyclohexanone and methylation of the dianion of 2-nitrocyclohexanone lead to cis- and trans-6-methyl-2-nitrocyclohexanone.Nitration of the enol acetate or trimethylsilyl ether of 2,6-dimethylcyclohexanone and methylation of either2-methyl-2-nitro- or 6-methyl-2-nitrocyclohexanone are methods of preparation of cis- and trans-2,6-dimethyl-2-nitrocyclohexanone. 1H NMR chemical shift and coupling constant data were used to determine the preferred conformations of the cyclohexanones: 2(e)-methyl-2(a)-nitro, cis-6(e)-methyl-2(e)-nitro, trans-6(e)-methyl-2(a)-nitro, cis-2(e),6(e)-dimethyl-2(a)-nitro, trans-2(a)-methyl-6(e)-methyl-2(e)-nitro.