10. Consider the two Wittig reactions below. The first Wittig reaction goes well. The second doesn't go at all. 1) Draw the structure of the ylide needed for this reaction. 2) Explain briefly why the second reaction fails. (Hint: The Wittig reagent, in addition to being a good nucleophile, is a very strong base.) Facile reaction CH2 No Reaction CH2

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 23E
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10.
Consider the two Wittig reactions below. The first Wittig reaction goes well. The
second doesn't go at all,
1) Draw the structure of the ylide needed for this reaction.
2) Explain briefly why the second reaction fails. (Hint: The Wittig reagent, in addition to being a
good nucleophile, is a very strong base.)
Facile reaction
CH2
No Reaction
CH2
11.
List the steps and reactants needed to complete any ONE of the following three
syntheses. (Hint: If you start with a hydrocarbon, the first step pretty much has to be a
halogenation.)
Br
NH
Transcribed Image Text:10. Consider the two Wittig reactions below. The first Wittig reaction goes well. The second doesn't go at all, 1) Draw the structure of the ylide needed for this reaction. 2) Explain briefly why the second reaction fails. (Hint: The Wittig reagent, in addition to being a good nucleophile, is a very strong base.) Facile reaction CH2 No Reaction CH2 11. List the steps and reactants needed to complete any ONE of the following three syntheses. (Hint: If you start with a hydrocarbon, the first step pretty much has to be a halogenation.) Br NH
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