1. (cont.)CH3Cl--CF3CH;NH2(i)HОНČH,CH3CH,1. PBr,/pyridine(j)ОН2. NaOH/DMSO2.Using the given starting material and any necessary reagents indicate how the followingsyntheses can be carried out.ОНCH;CH,CHCH3CH,CH,CH,COHOHCH;CH,CHCH3CH;CH,C=CH.OTSOCH3CH3CH3ОН3.Propose a mechanism that accounts for the formation of the product shown during thefollowing observed reaction. Be sure to show all intermediates.ОНH+

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Answered: 1. (cont.) of Cl-S-CF3 CH;NH2 CH3 (i)…

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1. (cont.) of Cl-S-CF3 CH;NH2 CH3 (i) -ОН CH,CH3 CH3 1. PBr/pyridine () -ОН 2. NaOH/DMSO D

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter19: Eas: Electrophilic Aromatic Substitution

Section: Chapter Questions

Problem 5E

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Question

1. (cont.)
CH3
Cl-
-CF3
CH;NH2
(i)
H
ОН
ČH,CH3
CH,
1. PBr,/pyridine
(j)
ОН
2. NaOH/DMSO
2.
Using the given starting material and any necessary reagents indicate how the following
syntheses can be carried out.
ОН
CH;CH,CHCH3
CH,CH,CH,COH
OH
CH;CH,CHCH3
CH;CH,C=CH
.OTS
OCH3
CH3
CH3
ОН
3.
Propose a mechanism that accounts for the formation of the product shown during the
following observed reaction. Be sure to show all intermediates.
ОН
H+

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