162108-70-5

Basic information

• Product Name: 4-(cyclohex-3-en-yl-)pyridine N-oxide
• Synonyms: 4-(cyclohex-3-en-yl-)pyridine N-oxide
• CAS NO: 162108-70-5
• Molecular Weight: 175.23
• Mol File: 162108-70-5.mol

Chemical Properties

• CAS DataBase Reference: 4-(cyclohex-3-en-yl-)pyridine N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(cyclohex-3-en-yl-)pyridine N-oxide(162108-70-5)
• EPA Substance Registry System: 4-(cyclohex-3-en-yl-)pyridine N-oxide(162108-70-5)

Safety Data

• Hazardous Substances Data: 162108-70-5(Hazardous Substances Data)

Upstream product

• 70644-46-1 4-(3-cyclohexen-1-yl)pyridine 

Relevant articles and documents

Selectivities in the oxidation of tertiary amines and pyridine derivatives by perfluoro cis-2,3-dialkyloxaziridines

When tertiary amines 1 are reacted with perfluoro cis-2,3- dialkyloxaziridines 2 at -60 °C corresponding N-oxides 3 are formed in high yields. The process is chemoselective and diastereoselective. The chemoselectivity in the reaction of alkenyl substituted pyridines is solvent dependent, attack occurring exclusively at the carbon-carbon double bond or at the nitrogen atom under protic and aprotic conditions, respectively. Lower selectivities were obtained when standard reagents were used.

On the preparation of amine N-oxides by using dioxiranes

The reaction of heterocyclic aromatic amines, anilines and tertiary amines with dimethyldioxirane (DMD) was examined. Treatment of heterocyclic aromatic amines and anilines with a slight excess of DMD at 0°C afforded the corresponding N-oxides in quantitative conversion yields. In addition, the oxidation was chemoselective in the presence of carbon-carbon double bonds. On the other hand, most of the tertiary amines assayed did afford also quantitative yields of the corresponding N. oxides, although reaction conditions, in particular regarding the amount of DMD required, depended on each substrate. Additional studies carried out on selected substrates suggested that certain N-oxides derived from tertiary amines deactivate DMD.

Use of Dioxiranes for the Chemoselective Oxidation of Tertiary Amines bearing Alkene Moieties

A neat and high yield chemoselective epoxidation of alkene moieties present in tertiary amines is accomplished by treatment of the corresponding amine-boron trifluoride adduct with dimethyldioxirane or methyl(trifluoromethyl)dioxirane.