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 explainthe observed results.EDCIDMAPTBSO,..TBSO.ноCHCI, 65 'C78% yieldEDCIDMAPno reactionноCHCI, 65 'CN=C=NEDCIEt3. Draw the mechanism of the following transformation:1) 1.1 eq (COCI)/DMFCH,Cl, rt, 40 minPhPh2) 5 eq NaOAc (1.1 M in H20)rt, 30 min93% yield

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1. Draw the mechanism of the following transformation. Why is it not termed a "hydrolysis"? HO.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

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

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