A tertiary amine reacts with hydrogen peroxide to form a
Chapter 20, Problem 29(choose chapter or problem)
A tertiary amine reacts with hydrogen peroxide to form a tertiary amine oxide. R R R N R R R OH N R R R O HO OH HO N H2O + + + a tertiary amine a tertiary amine oxide + + Tertiary amine oxides undergo a reaction similar to the Hofmann elimination reaction ( Section 11.10 ) , called a Cope e limination. In this reaction, a tertiary amine oxide, rather than a quaternary ammonium ion, undergoes elimination. A strong base is not needed for a Cope elimination because the amine oxide acts as its own base. CH3CH CH2 + CH3 CH3 OH NCH2CHCH3 + CH3 CH3 O CH3CH2CH2NCH2CHCH3 Does the Cope elimination have an alkene-like transition state or a carbanion-like transition state?
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