1. The following synthetic schemes all have at least one flaw in them. What is wrong with each? (a) Br CO2H CH3CH2CHCH2CH3 1. Mg CH3CH2CHCH,CH3 2. NaCN 3. H30* (b) .CH2CO2H „CH2CH3 1. LIAIH 2. H30* (c) он он CH3CCH2CH2CI 1. 1. NaCN 2. H30* CH3CCH2CH2COH CH3 CH3

1. The following synthetic schemes all have at least one flaw in them. What is wrong with each? (a) Br CO2H CH3CH2CHCH2CH3 1. Mg CH3CH2CHCH,CH3 2. NaCN 3. H30* (b) .CH2CO2H „CH2CH3 1. LIAIH 2. H30* (c) он он CH3CCH2CH2CI 1. 1. NaCN 2. H30* CH3CCH2CH2COH CH3 CH3

EBK A SMALL SCALE APPROACH TO ORGANIC L

4th Edition

ISBN:9781305446021

Author:Lampman

Publisher:Lampman

Chapter20: Nucleophilic Substitution Reactions: Competing Nucleophiles

Section: Chapter Questions

Problem 9Q

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Question

1. The following synthetic schemes all have at least one flaw in them. What is wrong with each?
(a)
Br
CO2H
CH3CH2CHCH2CH3
1. Mg
CH3CH2CHCH,CH3
2. NaCN
3. H30*
(b)
.CH2CO2H
„CH2CH3
1. LIAIH
2. H30*
(c)
он
он
CH3CCH2CH2CI
1.
1. NaCN
2. H30*
CH3CCH2CH2COH
CH3
CH3

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