Which of the following synthetic sequences would NOT produce the compound shown? (A) (B) (C) (D) i 1) HBr 2) H₂O -NH₂ MgBr SOCI₂ 1) NaOH 2) H₂O* KCN 1) xs LIAIH 2) H₂O CrO₂ H₂O, H₂SO4 1) MeMgBr 2) H₂O* 1) NaH 2) O SOCI₂ OH [H₂SO4] -H₂O LiAl(OtBu)3H NH₂ xs NH3 NH3 [H₂SO4] -H₂O NH₂ -NH₂

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Which of the following synthetic sequences would NOT produce the compound shown?
(A)
(B)
(C)
(D)
i
1)
HBr
2) H₂O
-NH₂
MgBr
SOCI₂
1) NaOH
2) H₂O*
KCN
1) xs LIAIH
2) H₂O
CrO₂
H₂O, H₂SO4
1) MeMgBr
2) H₂O*
1) NaH
2) O
SOCI₂
OH
[H₂SO4]
-H₂O
LiAl(OtBu) H
NH₂
xs NH3
NH3
[H₂SO4]
-H₂O
NH₂
-NH₂
Transcribed Image Text:Which of the following synthetic sequences would NOT produce the compound shown? (A) (B) (C) (D) i 1) HBr 2) H₂O -NH₂ MgBr SOCI₂ 1) NaOH 2) H₂O* KCN 1) xs LIAIH 2) H₂O CrO₂ H₂O, H₂SO4 1) MeMgBr 2) H₂O* 1) NaH 2) O SOCI₂ OH [H₂SO4] -H₂O LiAl(OtBu) H NH₂ xs NH3 NH3 [H₂SO4] -H₂O NH₂ -NH₂
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