Chapter17: Alcohols And Phenols
Section17.SE: Something Extra
Problem 30MP
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Question
Chamisrtry
![1. Draw the mechanism of the following transformation. Why is it not termed a
"hydrolysis"?
HO.
2. Draw the complete reaction mechanism for the following transformation and explain
the observed results.
EDCI
DMAP
TBSO,..
TBSO.
но
CHCI, 65 'C
78% yield
EDCI
DMAP
no reaction
но
CHCI, 65 'C
N=C=N
EDCI
Et
3. Draw the mechanism of the following transformation:
1) 1.1 eq (COCI)/DMF
CH,Cl, rt, 40 min
Ph
Ph
2) 5 eq NaOAc (1.1 M in H20)
rt, 30 min
93% yield](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa0d8e09c-fe93-42e3-9172-82b675e40f1e%2Fcad828e5-797d-4f5d-9dbe-c383e0b06a35%2F7tflexp_processed.jpeg&w=3840&q=75)
Transcribed Image Text:1. Draw the mechanism of the following transformation. Why is it not termed a
"hydrolysis"?
HO.
2. Draw the complete reaction mechanism for the following transformation and explain
the observed results.
EDCI
DMAP
TBSO,..
TBSO.
но
CHCI, 65 'C
78% yield
EDCI
DMAP
no reaction
но
CHCI, 65 'C
N=C=N
EDCI
Et
3. Draw the mechanism of the following transformation:
1) 1.1 eq (COCI)/DMF
CH,Cl, rt, 40 min
Ph
Ph
2) 5 eq NaOAc (1.1 M in H20)
rt, 30 min
93% yield
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