Provide the synthesis order for the following overall reaction the would give the largest product yield: NO₂ NO₂ CH,CH,COCI AICI₂ I Pd/C, H₂ VI Lê, NH, Ch₂ AICI, XI 1. Hg(OAc)₂, H₂O, THF 2. NaBH₁ XVI CH₂CH₂CH₂Cl AICI₂ VII 1.KMnO, OH, heat 2. H₂O* XII EIOH 10 °C NH₂ XVII 1.0₂ 2. Zn, AcOH III Br₂ FeBr₂ VIII conc. H₂SO4 XIII CH₂COCI XVIII HgSO4 H₂O H₂SO4 IV NaOEt EtOH IX 1 eq. Br₂ XIV 1. H₂SO4 H₂O, heat 2. NaOH XIX H₂O, heat dilue H₂SO4 V HNO, H₂SO4 X Lindlar's cat H₂ XV KOtBu IBUOH XX

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Chapter1: Chemical Foundations
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Provide the synthesis order for the following overall reaction the would give the largest product yield:
NO₂
NH₂
NO₂
CH,CH,COCI
AICI
1
Pd/C, H₂
VI
LỊ, NH,
Cl₂
AICI₂
XI
1. Hg(OAc)₂, H₂O, THF
2. NaBH₂
XVI
11
CH₂CH₂CH₂Cl
AICI₁
VII
1.KMnO, OH, heat
2. H₂O*
XII
EIOH
10 °C
XVII
1.0₂
2. Zn, ACOH
III
Br₂
FeBra
VIII
conc. H₂SO4
XIII
CH₂COCI
XVIII
HgSO4 H₂O
H₂SO4
IV
NaOEt
EIOH
IX
1 eq. Br₂
XIV
1. H₂SO4 H₂O, heat
2. NaOH
XIX
H₂O, heat
dilue H₂SO4
V
HNO,
H₂SO4
X
Lindlar's cat
H₂
XV
KOtBu
IBUOH
XX
Transcribed Image Text:Provide the synthesis order for the following overall reaction the would give the largest product yield: NO₂ NH₂ NO₂ CH,CH,COCI AICI 1 Pd/C, H₂ VI LỊ, NH, Cl₂ AICI₂ XI 1. Hg(OAc)₂, H₂O, THF 2. NaBH₂ XVI 11 CH₂CH₂CH₂Cl AICI₁ VII 1.KMnO, OH, heat 2. H₂O* XII EIOH 10 °C XVII 1.0₂ 2. Zn, ACOH III Br₂ FeBra VIII conc. H₂SO4 XIII CH₂COCI XVIII HgSO4 H₂O H₂SO4 IV NaOEt EIOH IX 1 eq. Br₂ XIV 1. H₂SO4 H₂O, heat 2. NaOH XIX H₂O, heat dilue H₂SO4 V HNO, H₂SO4 X Lindlar's cat H₂ XV KOtBu IBUOH XX
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