Explain this difference in reactivity between an ammonium ion and an iminium ion. O The ammonium ion is a stronger acid, making it less electrophilic. The iminium ion has a resonance structure with an empty p orbital on the carbon atom, making it electrophilic. O The pi bond in the iminium ion is electron-rich, making it more electrophilic. The iminium ion is resonance-stabilized, making it more reactive.
Explain this difference in reactivity between an ammonium ion and an iminium ion. O The ammonium ion is a stronger acid, making it less electrophilic. The iminium ion has a resonance structure with an empty p orbital on the carbon atom, making it electrophilic. O The pi bond in the iminium ion is electron-rich, making it more electrophilic. The iminium ion is resonance-stabilized, making it more reactive.
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.33P: Complete the equation for the reaction between each Lewis acid-base pair. In each equation, label...
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![An amine
R.
However, when an imine is protonated, the resulting iminium ion is highly electrophilic:
R
An ammonium ion
An imine
R.
R
R
An iminium ion
Explain this difference in reactivity between an ammonium ion and an iminium ion.
O The ammonium ion is a stronger acid, making it less electrophilic.
• The iminium ion has a resonance structure with an empty p orbital on the carbon atom, making it electrophilic.
The pi bond in the iminium ion is electron-rich, making it more electrophilic..
O The iminium ion is resonance-stabilized, making it more reactive.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F7810ab07-6748-4d32-b0d1-a5d0d459c5f8%2F01071f5f-2f38-41bf-b83e-6378666d430b%2Fixihpu_processed.jpeg&w=3840&q=75)
Transcribed Image Text:An amine
R.
However, when an imine is protonated, the resulting iminium ion is highly electrophilic:
R
An ammonium ion
An imine
R.
R
R
An iminium ion
Explain this difference in reactivity between an ammonium ion and an iminium ion.
O The ammonium ion is a stronger acid, making it less electrophilic.
• The iminium ion has a resonance structure with an empty p orbital on the carbon atom, making it electrophilic.
The pi bond in the iminium ion is electron-rich, making it more electrophilic..
O The iminium ion is resonance-stabilized, making it more reactive.
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