5. As written, the following syntheses have flaws. What is wrong with each ? Propose reaction transformations that can be used to achieve the desired compounds. (i) (ii) (iii) CH3 CH3 (i) Cl₂, FeCl, (ii) KMnO4 (i) HNO,, H₂SO4 (ii) CH,CI, AICI, (iii) SoCl,, H,O* (iv) NaOH, H₂O (i) CH,COCI, AICI, (ii) HNO, H₂SO4 (iii) H₂/Pd; EtOH CO₂H CI NH₂ CH3 CH3 NO₂ CH₂CH3

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Chapter1: Chemical Foundations
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5. As written, the following syntheses have flaws. What is wrong with each ? Propose
reaction transformations that can be used to achieve the desired compounds.
(i)
(ii)
(iii)
CH3
6
CH3
(i) Cl₂, FeCl₂
(ii) KMno,
(i) HNO, H₂SO4
(ii) CH₂CI, AICI,
(iii) SuCl, H,O*
(iv) NaOH, H₂O
(i) CH,COCI, AICI,
(ii) HNO₂, H₂SO4
(iii) H₂/Pd; EtOH
ÇO₂H
CI
NH₂
CH3
CH3
NO₂
CH₂CH3
Transcribed Image Text:5. As written, the following syntheses have flaws. What is wrong with each ? Propose reaction transformations that can be used to achieve the desired compounds. (i) (ii) (iii) CH3 6 CH3 (i) Cl₂, FeCl₂ (ii) KMno, (i) HNO, H₂SO4 (ii) CH₂CI, AICI, (iii) SuCl, H,O* (iv) NaOH, H₂O (i) CH,COCI, AICI, (ii) HNO₂, H₂SO4 (iii) H₂/Pd; EtOH ÇO₂H CI NH₂ CH3 CH3 NO₂ CH₂CH3
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