6. Indicate the major organic product of each sequence of reactions shown below, 1) Cl2, FeCl3 2) H₂, Pd/C 3) NaNO2, HCI 4) CUCN 5) H₂, Pd/C NO₂ 1) LDA, THF, -78 °C 2) H3CO OCH 3 ? ? (C6H1003) 1) NaOCH3, CH3OH 2) PhCH₂Br ¹H NMR 8 7.2-7.3 (mult., 5H), 2.85 (t, 2H); 2.75 (t, 2H), 2.45 (q, 2H), 1.0 (t, 3H) 13C NMR 8 210, 141, 130, 128,126, 45, 36, 30, 8 ? H3O+, heat (loss of CO2 upon heating) ? (C11H14O)|

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6. Indicate the major organic product of each sequence of reactions shown below,
1) Cl₂, FeCl3
2) H₂, Pd/C
3) NaNO₂, HCI
4) CUCN
5) H₂, Pd/C
NO₂
1) LDA, THF, -78 °C
2)
H3CO
OCH3
?
?
(C6H1003)
1) NaOCH3, CH3OH
2) PhCH₂Br
¹H NMR 8 7.2-7.3 (mult., 5H), 2.85 (t, 2H); 2.75 (t, 2H), 2.45 (q, 2H), 1.0 (t, 3H)
1³C NMR 8 210, 141, 130, 128,126, 45, 36, 30, 8
E
?
H3O+, heat
(loss of CO2
upon heating)
?
(C₁1H140)
Transcribed Image Text:6. Indicate the major organic product of each sequence of reactions shown below, 1) Cl₂, FeCl3 2) H₂, Pd/C 3) NaNO₂, HCI 4) CUCN 5) H₂, Pd/C NO₂ 1) LDA, THF, -78 °C 2) H3CO OCH3 ? ? (C6H1003) 1) NaOCH3, CH3OH 2) PhCH₂Br ¹H NMR 8 7.2-7.3 (mult., 5H), 2.85 (t, 2H); 2.75 (t, 2H), 2.45 (q, 2H), 1.0 (t, 3H) 1³C NMR 8 210, 141, 130, 128,126, 45, 36, 30, 8 E ? H3O+, heat (loss of CO2 upon heating) ? (C₁1H140)
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