Q9: Explain why compound I is protonated on O while compound II is protonated on N.NH2DDIIINH2

Compound I:In Compound I, the amino group (-NH₂) is directly attached to an α,β-unsaturated ketone…

Answered: Q9: Explain why compound I is…

Principles of Modern Chemistry

8th Edition

ISBN:9781305079113

Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler

Publisher:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler

Chapter15: Acid–base Equilibria

Section: Chapter Questions

Problem 21P

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Similar questions

As we shall see in Chapter 19, hydrogens on a carbon adjacent to a carbonyl group are far more acidic than those not adjacent to a carbonyl group. The anion derived from acetone, for example, is more stable than is the anion derived from ethane. Account for the greater stability of the anion from acetone.
The following reactions illustrate Brnsted acid-base behavior. Complete each equation. a.HI(aq)+?H3O+(aq)+I(aq) b.NH3(l)+?NH4++NH2 c.H2C2O4(aq)+H2O(l)?+HC2O4(aq) d.H2N2O2(aq)+H2O(l)H3O+(aq)+? e.?+H2O(l)H3O+(aq)+CO32(aq)
Write an equation to illustrate the equilibrium that is present when propanoic acid is dissolved in water. What structure predominates when OH is added to raise the pH to 12? What structure predominates as acid is added to lower the pH to 2?
Summarize the relationship between pKa and base strength by completing the followingsentences: a. For a given base, the higher the pKa of its conjugate acid, the stronger or weaker the base. b. For a given base, the lower the pKa of its conjugate acid, the stronger or weaker the base.
Complete the equation for the reaction between each Lewis acid-base pair. In each equation, label which starting material is the Lewis acid and which is the Lewis base; use curved arrows to show the flow of electrons in each reaction. In doing this problem, it is essential that you show valence electrons for all atoms participating in each reaction. (a) (b) (c) (d)
Answer true or false to the following statements about the mechanism of acid-base reactions. (a) The acid and base must encounter each other by a collision in order for the proton to transfer. (b) All collisions between acids and bases result in proton transfer. (c) During an acid-base reaction the lone pair on the base fills the A-H antibonding sigma orbital.
Summarize the relationship between pKa and acid strength by completing the following sentences: a. The higher the pKa of an acid, the stronger or weaker the acid. b. The lower the pKa of an acid, the stronger or weaker the acid.
A very strong base can remove a proton from methylamine:
Several acids and their respective equilibrium constants are: Which is the strongest acid? Which is the weakest acid? Which acid has the weakest conjugate base? Which acid has the strongest conjugate base?
Q9: Explain why compound I is protonated on O while compound II is protonated on N. NH2 NH2 I II
Which of compounds A and B is the stronger base? Why? A NH N.
2. Which base is stronger in each set? (a) H or CI (c) KCN or (b) NaOH or NaNHz

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Q9: Explain why compound I is protonated on O while compound II is protonated on N. NH2 DD I II NH2