1) RCO,H 2) MeMgBr 3) H20 OH RCO,H 1) MeMgBr 2) H20 (racemic)

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter24: Carboxylic Acids & Derivatives
Section: Chapter Questions
Problem 9E
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Please provide a complete reaction mechanism (This includes arrow pushing mechanism, resonance stabilization, charges for instance). You can choose what question to answer. Correct answers for the final product and its reactants are provided. I hope I can receive a complete answer as much as possible. 

Question 16
Propose an efficient synthesis for the given transformation.
OH
This transformation can be performed with some reagent or combination of the reagents listed below. Give the
necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there
is more than one correct solution, provide just one answer.
A
B
D
1) &:2)
1) & :2)
Mg
H2, Lindlar's cat.
NaH
H30*
H3O*
F
G
1) MeMgBr; 2)
H30*
Na, NH3 ()
1) EtMgBr; 2)
H30*
МСРВА
HBr (xs), heat
(RCO3H)
K
L
M
dilute H2SO4
DMP or
SOCIą,
pyridine
EtBr
1) ВНз-THF:2)
H2O2, NaOH
РСС
HF
1) RCO,H
2) MeMgBr
3) H20
RCO,H
1) MeMgBr
2) H20
(racemic)
Transcribed Image Text:Question 16 Propose an efficient synthesis for the given transformation. OH This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B D 1) &:2) 1) & :2) Mg H2, Lindlar's cat. NaH H30* H3O* F G 1) MeMgBr; 2) H30* Na, NH3 () 1) EtMgBr; 2) H30* МСРВА HBr (xs), heat (RCO3H) K L M dilute H2SO4 DMP or SOCIą, pyridine EtBr 1) ВНз-THF:2) H2O2, NaOH РСС HF 1) RCO,H 2) MeMgBr 3) H20 RCO,H 1) MeMgBr 2) H20 (racemic)
Question 17
What is the predicted product of the reaction shown?
N
NH2
H2SO4
Transcribed Image Text:Question 17 What is the predicted product of the reaction shown? N NH2 H2SO4
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