QUESTION 1 Predict the reagents needed to accomplish the following transformation. If more than one answer is comect, you need to choose both comect answers for full credit NaBH, MeOH MeO₂C. X 1. MeOH, H 2. LIAIH₁, E₂O 3. H₂O 4. H₂O*, heat с 1. LIAIH, E₂O 2. H₂O* o 1. HO D HO p-TsOH (cat.) PhH, reflux 2. LIAIH₁, El₂O 3. H₂O* 4. H₂O*, heat OH 1.H₂O", heat 2. MeOH, H 0

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 28VC
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QUESTION 6
QUESTION 3
Which of the following intermediates do NOT participate in the acetalization mechanism? More than one answer is possible. If more than one answer is correct, you need to choose bc Predict the product of the following transformation.
answers for full credit.
MeOH, H+
MeO
A
H
A
H
H
H
OH
B
H
OMe
H
00.
QUESTION 5
Which of the following intermediates does NOT participate in the acetalization mechanism?
B
H
C
HO
HO
H
✪T
OMe
H
OH
p-TSOH (cat.)
PhH, reflux
C
OH
3
H
OH
H
LA
HO
a
D
OMe
H
OMe
H
ⒸO
OH
E
Me
H
E
H
*
A
A
t-Bu
NaBH4, MeOH
Me
MeO₂C.
B
B
Me
1. MeOH, H+
2. LIAIH4, Et₂O
3. H3O+
4. H3O+, heat
t-Bu
Me
1.
SH
HS
p-TSOH (cat.)
PhH, reflux
2. t-BUCI, AICI3
3. RaNi, H₂, EtOH
S.
C
S
t-Bu
QUESTION 1
Predict the reagents needed to accomplish the following transformation. If more than one answer is correct, you need to choose both correct answers for full credit.
C
1. LIAIH4, Et₂O
2. H3O+
Me
1.
HO
D
D
HO
p-TSOH (cat.)
PhH, reflux
2. LIAIH4, Et₂0
3. H3O+
4. H3O+, heat
OH
t-Bu
Me
E
ora
E
1. H3O+, heat
2. MeOH, H+
t-Bu
Me
Transcribed Image Text:QUESTION 6 QUESTION 3 Which of the following intermediates do NOT participate in the acetalization mechanism? More than one answer is possible. If more than one answer is correct, you need to choose bc Predict the product of the following transformation. answers for full credit. MeOH, H+ MeO A H A H H H OH B H OMe H 00. QUESTION 5 Which of the following intermediates does NOT participate in the acetalization mechanism? B H C HO HO H ✪T OMe H OH p-TSOH (cat.) PhH, reflux C OH 3 H OH H LA HO a D OMe H OMe H ⒸO OH E Me H E H * A A t-Bu NaBH4, MeOH Me MeO₂C. B B Me 1. MeOH, H+ 2. LIAIH4, Et₂O 3. H3O+ 4. H3O+, heat t-Bu Me 1. SH HS p-TSOH (cat.) PhH, reflux 2. t-BUCI, AICI3 3. RaNi, H₂, EtOH S. C S t-Bu QUESTION 1 Predict the reagents needed to accomplish the following transformation. If more than one answer is correct, you need to choose both correct answers for full credit. C 1. LIAIH4, Et₂O 2. H3O+ Me 1. HO D D HO p-TSOH (cat.) PhH, reflux 2. LIAIH4, Et₂0 3. H3O+ 4. H3O+, heat OH t-Bu Me E ora E 1. H3O+, heat 2. MeOH, H+ t-Bu Me
QUESTION 2
Predict the product of the following transformation.
Me
O=
A
A
MeO₂C.
H
HO Me
B
Me Me HO Me
HO
QUESTION 4
Which of the following is NOT an intermediate in the mechanism for this hydrolysis?
B
1. EtOH, H+
2. MeMgBr, Et₂O
OH
3. H3O+
4. H3O+, heat
MeO₂C
C
HO Me
H3O+, heat
C
OH
H
OH
Me
HO
D
Me
Jam
OH
Me
E
E
H
Transcribed Image Text:QUESTION 2 Predict the product of the following transformation. Me O= A A MeO₂C. H HO Me B Me Me HO Me HO QUESTION 4 Which of the following is NOT an intermediate in the mechanism for this hydrolysis? B 1. EtOH, H+ 2. MeMgBr, Et₂O OH 3. H3O+ 4. H3O+, heat MeO₂C C HO Me H3O+, heat C OH H OH Me HO D Me Jam OH Me E E H
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