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- Q4165350 subject Q8509241.
- Q4165350 subject Q9006606.
- Q4165350 abstract "The Diazoalkane 1,3-dipolar cycloaddition is a 1,3-dipolar cycloaddition (an organic reaction) between a 1,3-dipole diazo compound (notably diazomethane) and a dipolarophile. When the dipolarphile is an alkene, the reaction product is a pyrazoline.The reaction product of a cycloaddition between diazomethane and trans-diethyl glutaconate is a 1-pyrazoline. This reaction is 100% regioselective because the diazo terminal nitrogen atom bonds exclusively to the alpha-carbon of the ester. The reaction is also a syn addition, and the configuration in the dipolarophile is preserved. The 1-pyrazoline is unstable and isomerizes to the 2-pyrazoline due to favorable conjugation with the ester group. With phenyldiazomethane as the reactant the regioselectivity is reversed and the reaction is extended even further by simple air organic oxidation of the 2-pyrazoline to the pyrazole. Another example of a diazo cycloaddition is a diazo-thioketone coupling.".
- Q4165350 thumbnail Diazoalkane_1,3-dipolar_cycloaddition.svg?width=300.
- Q4165350 wikiPageWikiLink Q101487.
- Q4165350 wikiPageWikiLink Q1057902.
- Q4165350 wikiPageWikiLink Q2161141.
- Q4165350 wikiPageWikiLink Q2275927.
- Q4165350 wikiPageWikiLink Q2823263.
- Q4165350 wikiPageWikiLink Q310268.
- Q4165350 wikiPageWikiLink Q408908.
- Q4165350 wikiPageWikiLink Q413683.
- Q4165350 wikiPageWikiLink Q424424.
- Q4165350 wikiPageWikiLink Q7263415.
- Q4165350 wikiPageWikiLink Q81406.
- Q4165350 wikiPageWikiLink Q8509241.
- Q4165350 wikiPageWikiLink Q898370.
- Q4165350 wikiPageWikiLink Q9006606.
- Q4165350 wikiPageWikiLink Q902907.
- Q4165350 wikiPageWikiLink Q903420.
- Q4165350 comment "The Diazoalkane 1,3-dipolar cycloaddition is a 1,3-dipolar cycloaddition (an organic reaction) between a 1,3-dipole diazo compound (notably diazomethane) and a dipolarophile. When the dipolarphile is an alkene, the reaction product is a pyrazoline.The reaction product of a cycloaddition between diazomethane and trans-diethyl glutaconate is a 1-pyrazoline. This reaction is 100% regioselective because the diazo terminal nitrogen atom bonds exclusively to the alpha-carbon of the ester.".
- Q4165350 label "Diazoalkane 1,3-dipolar cycloaddition".
- Q4165350 depiction Diazoalkane_1,3-dipolar_cycloaddition.svg.