8) Determine if H2O is a suitable reagent to protonate the following compound. Prove by writing an equation and using pKa values. If it isn't, suggest a suitable reagent. -1.74 not Suitable 9.9 H20 15

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
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.67P
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8) Determine if H2O is a suitable reagent to protonate the following compound. Prove by writing
an equation and using pKa values. If it isn't, suggest a suitable reagent.
9.9
1981ins B ton
si 02H
9) Determine if H20 is a suitable reagent to protonate the following compound. Explain why
without using pKa values. As above in #8, write an equation to help you determine your
answer.
NS
ペー○
H .
10) Determine if NaOH is a suitable reagent to deprotonate the following compound. Explain
why without using pKa values. As above in #8, write an equation to help you determine your
answer.
11) For the following reaction, identify the Lewis acid and the Lewis base and draw the curved
arrow mechanism.
H.
H2
12) Which of the following solvents can be used with NaNH2 and why?
A.
HOHHHE
Transcribed Image Text:8) Determine if H2O is a suitable reagent to protonate the following compound. Prove by writing an equation and using pKa values. If it isn't, suggest a suitable reagent. 9.9 1981ins B ton si 02H 9) Determine if H20 is a suitable reagent to protonate the following compound. Explain why without using pKa values. As above in #8, write an equation to help you determine your answer. NS ペー○ H . 10) Determine if NaOH is a suitable reagent to deprotonate the following compound. Explain why without using pKa values. As above in #8, write an equation to help you determine your answer. 11) For the following reaction, identify the Lewis acid and the Lewis base and draw the curved arrow mechanism. H. H2 12) Which of the following solvents can be used with NaNH2 and why? A. HOHHHE
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